Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

Pair your accounts.

Export articles to Mendeley

Get article recommendations from ACS based on references in your Mendeley library.

You’ve supercharged your research process with ACS and Mendeley!

STEP 1:
Click to create an ACS ID

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

MENDELEY PAIRING EXPIRED
Your Mendeley pairing has expired. Please reconnect
ACS Publications. Most Trusted. Most Cited. Most Read
A Comprehensive Study of Self-Assembled Monolayers of Anthracenethiol on Gold:  Solvent Effects, Structure, and Stability

OR SEARCH CITATIONS

My Activity
Publications

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Am. Chem. Soc. 2006, 128, 5, 1723-1732
    Article

    A Comprehensive Study of Self-Assembled Monolayers of Anthracenethiol on Gold:  Solvent Effects, Structure, and Stability
    Click to copy article linkArticle link copied!

    View Author Information
    Contribution from the Physikalische Chemie I, Ruhr-Universität Bochum, 44780 Bochum, Germany, and Institut für Anorganische und Angewandte Chemie, Universität Hamburg, Martin-Luther-King-Platz 6, 20146 Hamburg, Germany
    Other Access OptionsSupporting Information (1)

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2006, 128, 5, 1723–1732
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja0571592
    Published January 12, 2006
    Copyright © 2006 American Chemical Society
    Request reuse permissions

    Abstract

    Click to copy section linkSection link copied!
    Abstract Image

    The formation and molecular structure of self-assembled monolayers (SAMs) of anthracene-2-thiol (AnT) on Au(111) have been characterized by reflection adsorption infrared spectroscopy, thermal desorption spectroscopy, X-ray photoelectron spectroscopy, near-edge X-ray absorption spectroscopy, scanning tunneling microscopy, and low energy electron diffraction. It is demonstrated that highly ordered monolayer films are formed upon immersion, but their quality depends critically on the choice of solvents and rinsing conditions. The saturated monolayer is characterized by a closed packed arrangement of upright standing molecules forming a (2 × 4)rect unit cell. At about 450 K a partial desorption takes place and the remaining molecules form a dilute (4 × 2)-phase with an almost planar adsorption geometry, while further heating above 520 K causes a thermally induced fragmentation. According to their different densities both phases reveal very diverse chemical reactivities. Whereas the saturated monolayer is stable and inert under ambient conditions, the dilute phase does not warrant any protection of the sulfur headgroups which oxidize rapidly in air.

    Copyright © 2006 American Chemical Society

    Subjects

    what are subjects

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. Add or change your institution or let them know you’d like them to include access.

    †

     Ruhr-Universität Bochum.

    *

    In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

    ‡

     Universität Hamburg.

    Supporting Information Available

    Click to copy section linkSection link copied!

    Experimental details, sample preparation, and complete ref 9. This material is available free of charge via the Internet at http://pubs.acs.org.

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    Click to copy section linkSection link copied!

    This article is cited by 147 publications.

    1. Ahlam R. M. Alharbi, Tanglaw Roman, Abdulrahman S. Alotabi, Ingo Köper, Gunther G. Andersson. Probing the Structure and Orientation of Carboxylic Acid-Terminated Self-Assembled Monolayers. Langmuir 2024, 40 (36) , 18925-18941. https://doi.org/10.1021/acs.langmuir.4c01488
    2. Waleed Azzam, Abdu Subaihi, Nathir A. F. Al-Rawashdeh, Ali Al-Nawaiseh. Imaging of Terphenyldithiol Molecules in Highly Orientated and Ordered Aromatic Dithiol SAMs on Au(111). The Journal of Physical Chemistry C 2024, 128 (9) , 4093-4103. https://doi.org/10.1021/acs.jpcc.4c00102
    3. Christian Gutheil, Gina Roß, Saeed Amirjalayer, Boris Mo, Andreas H. Schäfer, Nikos L. Doltsinis, Björn Braunschweig, Frank Glorius. Tailored Monolayers of N-Heterocyclic Carbenes by Kinetic Control. ACS Nano 2024, 18 (4) , 3043-3052. https://doi.org/10.1021/acsnano.3c08045
    4. Khaleel Ahmed J. Dilshad, M. K. Rabinal. Review on Molecularly Controlled Design of Electrodes for Metal–Air Batteries: Fundamental Concepts and Future Directions. Energy & Fuels 2023, 37 (8) , 5689-5711. https://doi.org/10.1021/acs.energyfuels.2c04147
    5. Lixian Tian, Esther Martine, Xi Yu, Wenping Hu. Amine-Anchored Aromatic Self-Assembled Monolayer Junction: Structure and Electric Transport Properties. Langmuir 2021, 37 (41) , 12223-12233. https://doi.org/10.1021/acs.langmuir.1c02194
    6. Aqeel Ahmed, Karla Banjac, Sachin S. Verlekar, Fernando P. Cometto, Magalí Lingenfelder, Christophe Galland. Structural Order of the Molecular Adlayer Impacts the Stability of Nanoparticle-on-Mirror Plasmonic Cavities. ACS Photonics 2021, 8 (6) , 1863-1872. https://doi.org/10.1021/acsphotonics.1c00645
    7. Paulo A. Raymundo-Pereira, Rafael de Oliveira Pedro, Olivia Carr, Matias E. Melendez, Angelo L. Gobbi, Maria Helena de Oliveira Piazzetta, André L. Carvalho, Rui M. Reis, Paulo B. Miranda, Osvaldo N. Oliveira, Jr. Influence of the Molecular Orientation and Ionization of Self-Assembled Monolayers in Biosensors: Application to Genosensors of Prostate Cancer Antigen 3. The Journal of Physical Chemistry C 2021, 125 (1) , 498-506. https://doi.org/10.1021/acs.jpcc.0c09055
    8. F. Widdascheck, M. Kothe, S. Thussing, P. Jakob, G. Witte. Evolution of TiOPc Films on Au(111): From Seed Layer to Crystalline Multilayers. The Journal of Physical Chemistry C 2020, 124 (27) , 14664-14671. https://doi.org/10.1021/acs.jpcc.0c03244
    9. Michael Kothe, Gregor Witte. Orientational and Crystalline Order of Copper–Phthalocyanine Films on Gold: the Role of Substrate Roughness and Cleanliness. Langmuir 2019, 35 (42) , 13570-13577. https://doi.org/10.1021/acs.langmuir.9b02658
    10. Christoph Partes, Eric Sauter, Michael Gärtner, Martin Kind, Andika Asyuda, Michael Bolte, Michael Zharnikov, Andreas Terfort. Reestablishing Odd–Even Effects in Anthracene-Derived Monolayers by Introduction of a Pseudo-C2v Symmetry. The Journal of Physical Chemistry C 2019, 123 (33) , 20362-20372. https://doi.org/10.1021/acs.jpcc.9b05299
    11. Lejia Wang, Li Yuan, Li Jiang, Xiaojiang Yu, Liang Cao, Christian A. Nijhuis. Unraveling the Failure Modes of Molecular Diodes: The Importance of the Monolayer Formation Protocol and Anchoring Group to Minimize Leakage Currents. The Journal of Physical Chemistry C 2019, 123 (32) , 19759-19767. https://doi.org/10.1021/acs.jpcc.9b05614
    12. Julian Rechmann, Maciej Krzywiecki, Andreas Erbe. Carbon–Sulfur Bond Cleavage During Adsorption of Octadecane Thiol to Copper in Ethanol. Langmuir 2019, 35 (21) , 6888-6897. https://doi.org/10.1021/acs.langmuir.9b00686
    13. Waleed Azzam, Eric Sauter, Awad A. Alrashdi, Najd Al-Refaie, Michael Rohwerder, Asif Bashir, Michael Zharnikov. Importance of Long-Term Storage for Fluorine-Substituted Aromatic Self-Assembled Monolayers by the Example of 4-Fluorobenzene-1-Thiolate Films on Au(111). The Journal of Physical Chemistry C 2019, 123 (7) , 4308-4318. https://doi.org/10.1021/acs.jpcc.8b12030
    14. Toyoaki Eguchi, Naoyuki Hirata, Masahiro Shibuta, Hironori Tsunoyama, Atsushi Nakajima. Formation of Highly Ordered Semiconducting Anthracene Monolayer Rigidly Connected to Insulating Alkanethiolate Thin Film. The Journal of Physical Chemistry C 2018, 122 (45) , 26080-26087. https://doi.org/10.1021/acs.jpcc.8b08907
    15. Johannes Völkner, Michael Klues, Gregor Witte. Assignment of NEXAFS Resonances in Alkanethiols and Their Implication on the Determination of Molecular Orientation of Aliphatic SAMs. The Journal of Physical Chemistry C 2018, 122 (29) , 16810-16820. https://doi.org/10.1021/acs.jpcc.8b04342
    16. Tobias Wächter, Alix Tröster, Sven Hock, Andreas Terfort, and Michael Zharnikov . Dynamics of Electron Transfer in Self-Assembled Monolayers with Acene Backbone. The Journal of Physical Chemistry C 2018, 122 (7) , 4105-4115. https://doi.org/10.1021/acs.jpcc.7b12796
    17. Alexander Mänz, Alrun Aline Hauke, and Gregor Witte . Copper Phthalocyanine as Contact Layers for Pentacene Films Grown on Coinage Metals. The Journal of Physical Chemistry C 2018, 122 (4) , 2165-2172. https://doi.org/10.1021/acs.jpcc.7b10324
    18. Anna Krzykawska, Monika Szwed, Jakub Ossowski, and Piotr Cyganik . Odd–Even Effect in Molecular Packing of Self-Assembled Monolayers of Biphenyl-Substituted Fatty Acid on Ag(111). The Journal of Physical Chemistry C 2018, 122 (1) , 919-928. https://doi.org/10.1021/acs.jpcc.7b10806
    19. Lucila J. Cristina, Gustavo Ruano, Roberto Salvarezza, and Julio Ferrón . Thermal Stability of Self-Assembled Monolayers of n-Hexanethiol on Au(111)-(1 × 1) and Au(001)-(1 × 1). The Journal of Physical Chemistry C 2017, 121 (50) , 27894-27904. https://doi.org/10.1021/acs.jpcc.7b05883
    20. Jakub Ossowski, Giulia Nascimbeni, Tomasz Żaba, Elisabeth Verwüster, Jakub Rysz, Andreas Terfort, Michael Zharnikov, Egbert Zojer, and Piotr Cyganik . Relative Thermal Stability of Thiolate- and Selenolate-Bonded Aromatic Monolayers on the Au(111) Substrate. The Journal of Physical Chemistry C 2017, 121 (50) , 28031-28042. https://doi.org/10.1021/acs.jpcc.7b09685
    21. Hyunhak Jeong, Dongku Kim, Dong Xiang, and Takhee Lee . High-Yield Functional Molecular Electronic Devices. ACS Nano 2017, 11 (7) , 6511-6548. https://doi.org/10.1021/acsnano.7b02967
    22. Christoph Partes, Can Yildirim, Swen Schuster, Martin Kind, Jan W. Bats, Michael Zharnikov, and Andreas Terfort . Self-Assembled Monolayers of Pseudo-C2v-Symmetric, Low-Band-Gap Areneoxazolethiolates on Gold Surfaces. Langmuir 2016, 32 (44) , 11474-11484. https://doi.org/10.1021/acs.langmuir.6b03055
    23. André Pick and Gregor Witte . Patterned Growth of Organic Semiconductors: Selective Nucleation of Perylene on Self-Assembled Monolayers. Langmuir 2016, 32 (32) , 8019-8028. https://doi.org/10.1021/acs.langmuir.6b01833
    24. Waleed Azzam, Asif Bashir, Mohammad Ebqa’ai, Hussain Almalki, and Najd Al-Refaie . Unexpected Formation of Dense Phases along with Temperature-Induced, Self-Assembled Terphenylthiolate Monolayers on Au(111). The Journal of Physical Chemistry C 2016, 120 (31) , 17308-17322. https://doi.org/10.1021/acs.jpcc.6b02357
    25. Zibin Zhang, Tobias Wächter, Martin Kind, Swen Schuster, Jan W. Bats, Alexei Nefedov, Michael Zharnikov, and Andreas Terfort . Self-Assembled Monolayers of Perfluoroanthracenylaminoalkane Thiolates on Gold as Potential Electron Injection Layers. ACS Applied Materials & Interfaces 2016, 8 (11) , 7308-7319. https://doi.org/10.1021/acsami.6b00532
    26. Dominika Gnatek, Swen Schuster, Jakub Ossowski, Musammir Khan, Jakub Rysz, Simone Krakert, Andreas Terfort, Michael Zharnikov, and Piotr Cyganik . Odd–Even Effects in the Structure and Stability of Azobenzene-Substituted Alkanethiolates on Au(111) and Ag(111) Substrates. The Journal of Physical Chemistry C 2015, 119 (46) , 25929-25944. https://doi.org/10.1021/acs.jpcc.5b07899
    27. Chao Li, Mingming Wang, Matthew Ferguson, and Wei Zhan . Phospholipid/Aromatic Thiol Hybrid Bilayers. Langmuir 2015, 31 (18) , 5228-5234. https://doi.org/10.1021/acs.langmuir.5b00476
    28. Elisabeth Verwüster, Oliver T. Hofmann, David A. Egger, and Egbert Zojer . Electronic Properties of Biphenylthiolates on Au(111): The Impact of Coverage Revisited. The Journal of Physical Chemistry C 2015, 119 (14) , 7817-7825. https://doi.org/10.1021/acs.jpcc.5b00992
    29. Maxim Artamonov and Tamar Seideman . Time-Dependent, Optically Controlled Dielectric Function. The Journal of Physical Chemistry Letters 2015, 6 (3) , 320-325. https://doi.org/10.1021/jz502334z
    30. Razvan C. Stan, Alexander Kros, Namik Akkilic, Jeroen Appel, and Nusrat J. M. Sanghamitra . Conductance Switching and Organization of Two Structurally Related Molecular Wires on Gold. Langmuir 2015, 31 (3) , 953-958. https://doi.org/10.1021/la5042713
    31. Nagendra S. Bhairamadgi, Sidharam P. Pujari, Florencio Gerardo Trovela, Aline Debrassi, Ahmed Arafat Khamis, Jose Maria Alonso, Abdulrahim A. Al Zahrani, Tom Wennekes, Hamad A. Al-Turaif, Cees van Rijn, Yahia A. Alhamed, and Han Zuilhof . Hydrolytic and Thermal Stability of Organic Monolayers on Various Inorganic Substrates. Langmuir 2014, 30 (20) , 5829-5839. https://doi.org/10.1021/la500533f
    32. Waleed Azzam, Nathir A. F. Al-Rawashdeh, Najd Al-Refaie, Osama Shekhah, and Asif Bashir . On the Influence of the Aliphatic Linker on Fabrication of Highly Ordered and Orientated Self-Assembled Monolayers of Aromatic Selenols on Au(111). The Journal of Physical Chemistry C 2014, 118 (9) , 4846-4859. https://doi.org/10.1021/jp500069g
    33. Asif Bashir, Waleed Azzam, Michael Rohwerder, and Andreas Terfort . Polymorphism in Self-Assembled Terphenylthiolate Monolayers on Au(111). Langmuir 2013, 29 (44) , 13449-13456. https://doi.org/10.1021/la403116r
    34. Zhe She, Dorothée Lahaye, Neil R. Champness, Michael Bühl, Hicham Hamoudi, Michael Zharnikov, and Manfred Buck . Accommodation of Lattice Mismatch in a Thiol Self-Assembled Monolayer. The Journal of Physical Chemistry C 2013, 117 (9) , 4647-4656. https://doi.org/10.1021/jp311927z
    35. Maciej Dendzik, Andreas Terfort, and Piotr Cyganik . Odd–Even Effect in the Polymorphism of Self-Assembled Monolayers of Biphenyl-Substituted Alkaneselenolates on Au(111). The Journal of Physical Chemistry C 2012, 116 (36) , 19535-19542. https://doi.org/10.1021/jp3051998
    36. Waleed Azzam, Asif Bashir, P. Ulrich Biedermann, Michael Rohwerder. Formation of Highly Ordered and Orientated Gold Islands: Effect of Immersion Time on the Molecular Adlayer Structure of Pentafluorobenzenethiols (PFBT) SAMs on Au(111). Langmuir 2012, 28 (27) , 10192-10208. https://doi.org/10.1021/la301601c
    37. Vladimir V. Korolkov, Stephanie Allen, Clive J. Roberts, and Saul J.B. Tendler . High-Temperature Adsorption of p-Terphenylthiol on Au(111) Surfaces. The Journal of Physical Chemistry C 2011, 115 (30) , 14899-14906. https://doi.org/10.1021/jp203538g
    38. Christian Schmidt, Alexander Witt, and Gregor Witte . Tailoring the Cu(100) Work Function by Substituted Benzenethiolate Self-Assembled Monolayers. The Journal of Physical Chemistry A 2011, 115 (25) , 7234-7241. https://doi.org/10.1021/jp200328r
    39. Frederick Chesneau, Hicham Hamoudi, Björn Schüpbach, Andreas Terfort, and Michael Zharnikov . Modification of Self-Assembled Monolayers of Perfluoroterphenyl-Substituted Alkanethiols by Low-Energy Electrons. The Journal of Physical Chemistry C 2011, 115 (11) , 4773-4782. https://doi.org/10.1021/jp111710x
    40. John Dauselt, Jianli Zhao, Martin Kind, Robert Binder, Asif Bashir, Andreas Terfort, and Michael Zharnikov . Compensation of the Odd−Even Effects in Araliphatic Self-Assembled Monolayers by Nonsymmetric Attachment of the Aromatic Part. The Journal of Physical Chemistry C 2011, 115 (6) , 2841-2854. https://doi.org/10.1021/jp1118647
    41. Vladimir V. Korolkov, Stephanie Allen, Clive J. Roberts, and Saul J. B. Tendler. Subsecond Self-Assembled Monolayer Formation. The Journal of Physical Chemistry C 2010, 114 (45) , 19373-19377. https://doi.org/10.1021/jp106289p
    42. Johanna Stettner and Adolf Winkler. Characterization of Alkanethiol Self-Assembled Monolayers on Gold by Thermal Desorption Spectroscopy. Langmuir 2010, 26 (12) , 9659-9665. https://doi.org/10.1021/la100245a
    43. Anna M. Track, Ferdinand Rissner, Georg Heimel, Lorenz Romaner, Daniel Käfer, Asif Bashir, Gerold M. Rangger, Oliver T. Hofmann, Tomáš Bučko, Gregor Witte and Egbert Zojer. Simultaneously Understanding the Geometric and Electronic Structure of Anthraceneselenolate on Au(111): A Combined Theoretical and Experimental Study. The Journal of Physical Chemistry C 2010, 114 (6) , 2677-2684. https://doi.org/10.1021/jp9102756
    44. Andrey Turchanin, Daniel Käfer, Mohamed El-Desawy, Christof Wöll, Gregor Witte and Armin Gölzhäuser . Molecular Mechanisms of Electron-Induced Cross-Linking in Aromatic SAMs. Langmuir 2009, 25 (13) , 7342-7352. https://doi.org/10.1021/la803538z
    45. Peng Jiang, Ke Deng, Denis Fichou, Si-Shen Xie, Aymeric Nion and Chen Wang . STM Imaging ortho- and para-Fluorothiophenol Self-Assembled Monolayers on Au(111). Langmuir 2009, 25 (9) , 5012-5017. https://doi.org/10.1021/la803816u
    46. Johanna Stettner, Paul Frank, Thomas Griesser, Gregor Trimmel, Robert Schennach, Eduard Gilli and Adolf Winkler . A Study on the Formation and Thermal Stability of 11-MUA SAMs on Au(111)/Mica and on Polycrystalline Gold Foils. Langmuir 2009, 25 (3) , 1427-1433. https://doi.org/10.1021/la802534q
    47. Piotr Cyganik, Katarzyna Szelagowska-Kunstman, Andreas Terfort and Michael Zharnikov. Odd−Even Effect in Molecular Packing of Biphenyl-Substituted Alkaneselenolate Self-Assembled Monolayers on Au(111): Scanning Tunneling Microscopy Study. The Journal of Physical Chemistry C 2008, 112 (39) , 15466-15473. https://doi.org/10.1021/jp805303r
    48. Piotr Cyganik,, Manfred Buck,, Thomas Strunskus,, Andrey Shaporenko,, Gregor Witte,, Michael Zharnikov, and, Christof Wöll. Influence of Molecular Structure on Phase Transitions:  A Study of Self-Assembled Monolayers of 2-(Aryl)-ethane Thiols. The Journal of Physical Chemistry C 2007, 111 (45) , 16909-16919. https://doi.org/10.1021/jp073979k
    49. Francesco Pineider,, Matteo Mannini,, Roberta Sessoli,, Andrea Caneschi,, Davide Barreca,, Lidia Armelao,, Andrea Cornia,, Eugenio Tondello, and, Dante Gatteschi. Solvent Effects on the Adsorption and Self-Organization of Mn12 on Au(111). Langmuir 2007, 23 (23) , 11836-11843. https://doi.org/10.1021/la7016837
    50. Daniel Käfer,, Asif Bashir, and, Gregor Witte. Interplay of Anchoring and Ordering in Aromatic Self-Assembled Monolayers. The Journal of Physical Chemistry C 2007, 111 (28) , 10546-10551. https://doi.org/10.1021/jp073010w
    51. Piotr Cyganik,, Manfred Buck,, Thomas Strunskus,, Andrei Shaporenko,, James D. E. T. Wilton-Ely,, Michael Zharnikov, and, Christof Wöll. Competition as a Design Concept:  Polymorphism in Self-Assembled Monolayers of Biphenyl-Based Thiols. Journal of the American Chemical Society 2006, 128 (42) , 13868-13878. https://doi.org/10.1021/ja0640647
    52. Yuling Wang,, Linfeng Gan,, Hongjun Chen,, Shaojun Dong, and, Jin Wang. Structure and Identity of 4,4‘-Thiobisbenzenethiol Self-Assembled Monolayers. The Journal of Physical Chemistry B 2006, 110 (41) , 20418-20425. https://doi.org/10.1021/jp062422m
    53. Peng Jiang,, Aymeric Nion,, Alexandr Marchenko,, Luc Piot, and, Denis Fichou. Rotational Polymorphism in 2-Naphthalenethiol SAMs on Au(111). Journal of the American Chemical Society 2006, 128 (38) , 12390-12391. https://doi.org/10.1021/ja063060z
    54. M. Hadi Zareie,, Jeffrey Barber, and, Andrew M. McDonagh. Structural Changes in Self-Assembled Monolayers Initiated by Ultraviolet Light. The Journal of Physical Chemistry B 2006, 110 (32) , 15951-15954. https://doi.org/10.1021/jp062489+
    55. Candan Tamerler,, Ersin Emre Oren,, Memed Duman,, Eswaranand Venkatasubramanian, and, Mehmet Sarikaya. Adsorption Kinetics of an Engineered Gold Binding Peptide by Surface Plasmon Resonance Spectroscopy and a Quartz Crystal Microbalance. Langmuir 2006, 22 (18) , 7712-7718. https://doi.org/10.1021/la0606897
    56. Waleed Azzam. Impact of annealing treatment on adlayer structures of terphenylmethanethiol self-assembled monolayers on Au(111). Colloids and Surfaces A: Physicochemical and Engineering Aspects 2024, 698 , 134454. https://doi.org/10.1016/j.colsurfa.2024.134454
    57. Rajat Saha, Carlos J. Gómez García. Extrinsically conducting MOFs: guest-promoted enhancement of electrical conductivity, thin film fabrication and applications. Chemical Society Reviews 2024, 53 (19) , 9490-9559. https://doi.org/10.1039/D4CS00141A
    58. Rafita Erli Adhawiyah, Jungchul Lee. Enhancing Sensitivity and Selectivity: Morphological Modification and Chemical Functionalization within Confined Structures. International Journal of Precision Engineering and Manufacturing 2024, 25 (4) , 875-895. https://doi.org/10.1007/s12541-023-00935-z
    59. Waleed Azzam, Abdu Subaihi, Michael Rohwerder, Asif Bashir, Andreas Terfort, Michael Zharnikov. Odd–even effects in aryl-substituted alkanethiolate SAMs: nonsymmetrical attachment of aryl unit and its impact on the SAM structure. Physical Chemistry Chemical Physics 2024, 26 (9) , 7563-7572. https://doi.org/10.1039/D4CP00311J
    60. Waleed Azzam. Effect of immersion time on the structural order of the self-assembled monolayers of terphenylthiols on the gold surface: Coexistence of different molecular adlayer phases. Colloids and Surfaces A: Physicochemical and Engineering Aspects 2024, 683 , 132956. https://doi.org/10.1016/j.colsurfa.2023.132956
    61. Waleed Azzam. Impact of Annealing Treatment on Adlayer Structures of Terphenylmethanethiol Self-Assembled Monolayers on Au(111). 2024https://doi.org/10.2139/ssrn.4799468
    62. Samiha Bhat, Yomaira J. Pagán-Torres, Eranda Nikolla. Strategies for Designing the Catalytic Environment Beyond the Active site of Heterogeneous Supported Metal Catalysts. Topics in Catalysis 2023, 66 (15-16) , 1217-1243. https://doi.org/10.1007/s11244-023-01835-2
    63. Vaishali Shrivastav, Mansi, Bhavana Gupta, Prashant Dubey, Akash Deep, Wojciech Nogala, Vishal Shrivastav, Shashank Sundriyal. Recent advances on surface mounted metal-organic frameworks for energy storage and conversion applications: Trends, challenges, and opportunities. Advances in Colloid and Interface Science 2023, 318 , 102967. https://doi.org/10.1016/j.cis.2023.102967
    64. Gang Liu, Ziyu Lv, Saima Batool, Ming‐Zheng Li, Pengfei Zhao, Liangchao Guo, Yan Wang, Ye Zhou, Su‐Ting Han. Biocompatible Material‐Based Flexible Biosensors: From Materials Design to Wearable/Implantable Devices and Integrated Sensing Systems. Small 2023, 19 (27) https://doi.org/10.1002/smll.202207879
    65. Iris Berg, Helen Eisenberg, Shahar Dery, Tehila Shahar, Albano Cossaro, Alberto Verdini, Luca Floreano, Tamar Stein, Elad Gross. The influence of adsorption geometry on the reduction affinity of nitroaromatics on Au(111). Physical Chemistry Chemical Physics 2022, 24 (37) , 22960-22970. https://doi.org/10.1039/D2CP02832H
    66. Qiankun Wang, Jiang Sun, Dacheng Wei. Two‐Dimensional Metal‐Organic Frameworks and Covalent Organic Frameworks. Chinese Journal of Chemistry 2022, 40 (11) , 1359-1385. https://doi.org/10.1002/cjoc.202100831
    67. Jens Niederhausen, Katherine A Mazzio, Rowan W MacQueen. Inorganic–organic interfaces in hybrid solar cells. Electronic Structure 2021, 3 (3) , 033002. https://doi.org/10.1088/2516-1075/ac23a3
    68. Pierre-Martin Dombrowski, Stefan R. Kachel, Leonard Neuhaus, J. Michael Gottfried, Gregor Witte. Temperature-programmed desorption of large molecules: influence of thin film structure and origin of intermolecular repulsion. Nanoscale 2021, 13 (32) , 13816-13826. https://doi.org/10.1039/D1NR03532K
    69. Ming-Jer Jeng, Ying-Chang Li, Mukta Sharma, Chia-Wei Chen, Chia-Lung Tsai, Yen-Heng Lin, Shiang-Fu Huang, Liann-Be Chang, Chao-Sung Lai. A Surface Acoustic Wave Sensor with a Microfluidic Channel for Detecting C-Reactive Protein. Chemosensors 2021, 9 (5) , 106. https://doi.org/10.3390/chemosensors9050106
    70. Siamak Hashemipour, Mohammad Reza Yaftian, Hamideh Kalhor, Manoochehr Ghanbari. A study on the discrimination of xylene isomers vapors by quartz crystal microbalance sensors. Journal of the Iranian Chemical Society 2021, 18 (4) , 751-763. https://doi.org/10.1007/s13738-020-02064-0
    71. Waleed Azzam, Awad Al-Rashdi, Abdu Subaihi, Michael Rohwerder, Michael Zharnikov, Asif Bashir. Annealing effect for self-assembled monolayers formed from terphenylethanethiol on Au(111). Physical Chemistry Chemical Physics 2020, 22 (24) , 13580-13591. https://doi.org/10.1039/D0CP02374D
    72. Ali Alavi, Reza Adl, Nasser Safari. Covalently attachment of aliphatic linear non-branched alcohols to silicon oxide and glass substrates in liquid paraffin solvent. Applied Surface Science 2020, 509 , 145102. https://doi.org/10.1016/j.apsusc.2019.145102
    73. Maximilian Dreher, Dayeon Kang, Tobias Breuer, Gregor Witte. Growth of extended DNTT fibers on metal substrates by suppression of step-induced nucleation. Nanoscale Horizons 2019, 4 (6) , 1353-1360. https://doi.org/10.1039/C9NH00422J
    74. Andreas Schaller, Aladin Ullrich, Dirk Volkmer. Single crystals of Metal-Organic Framework Ulm-4 grown selectively on a micro-structured plasma polymer coating. Thin Solid Films 2019, 684 , 36-41. https://doi.org/10.1016/j.tsf.2019.05.050
    75. KATTAESWAR SRIKANTH, RAMAIAH KONAKANCHI, JYOTHI PRASHANTH. A Combined Experimental (FT-IR) and Computational Studies of 9-Chloroanthracene. Asian Journal of Chemistry 2019, 31 (6) , 1332-1342. https://doi.org/10.14233/ajchem.2019.21928
    76. Felix Widdascheck, Alrun Aline Hauke, Gregor Witte. A Solvent‐Free Solution: Vacuum‐Deposited Organic Monolayers Modify Work Functions of Noble Metal Electrodes. Advanced Functional Materials 2019, 29 (17) https://doi.org/10.1002/adfm.201808385
    77. Zhihua Fu, Tatjana Ladnorg, Hartmut Gliemann, Alexander Welle, Asif Bashir, Michael Rohwerder, Qiang Zhang, Björn Schüpbach, Andreas Terfort, Christof Wöll. Mobility of charge carriers in self-assembled monolayers. Beilstein Journal of Nanotechnology 2019, 10 , 2449-2458. https://doi.org/10.3762/bjnano.10.235
    78. Alina Umerbekova, Shou-Feng Zhang, Sudheer Kumar P., Michele Pavanello. Dissecting energy level renormalization and polarizability enhancement of molecules at surfaces with subsystem TDDFT. The European Physical Journal B 2018, 91 (10) https://doi.org/10.1140/epjb/e2018-90145-2
    79. Johannes Völkner, Asif Bashir, Wolfgang J. Parak, Gregor Witte. Structure and Thermal Stability of Stilbenedithiol SAMs on Au(111). physica status solidi (a) 2018, 215 (15) https://doi.org/10.1002/pssa.201700859
    80. Kseniya Shuturminska, Clare O'Malley, Dominic W.P. Collis, João Conde, Helena S. Azevedo. Displaying biofunctionality on materials through templated self-assembly. 2018, 341-370. https://doi.org/10.1016/B978-0-08-102015-9.00018-6
    81. Shuai Liang, Saad Shaaban, Nai-Wei Liu, Kamil Hofman, Georg Manolikakes. Recent Advances in the Synthesis of C–S Bonds via Metal-Catalyzed or -Mediated Functionalization of C–H Bonds. 2018, 135-207. https://doi.org/10.1016/bs.adomc.2018.02.001
    82. Waleed Azzam, Michael Zharnikov, Michael Rohwerde, Asif Bashir. Functional group selective STM Imaging in self-assembled monolayers: Benzeneselenol on Au(111). Applied Surface Science 2018, 427 , 581-586. https://doi.org/10.1016/j.apsusc.2017.08.141
    83. P. Pavitha, J. Prashanth, G. Ramu, G. Ramesh, K. Mamatha, Byru Venkatram Reddy. Synthesis, structural, spectroscopic, anti-cancer and molecular docking studies on novel 2-[(Anthracene-9-ylmethylene)amino]-2-methylpropane-1,3-diol using XRD, FTIR, NMR, UV–Vis spectra and DFT. Journal of Molecular Structure 2017, 1147 , 406-426. https://doi.org/10.1016/j.molstruc.2017.06.095
    84. Asif Bashir, Eric Sauter, Najd Al‐Refaie, Michael Rohwerder, Michael Zharnikov, Waleed Azzam. Side‐Group‐Induced Polymorphism in Self‐Assembled Monolayers: 3,5‐Bis(trifluoromethyl)benzenethiolate Films on Au(111). ChemPhysChem 2017, 18 (6) , 702-714. https://doi.org/10.1002/cphc.201700030
    85. Jinxuan Liu, Martin Kind, Björn Schüpbach, Daniel Käfer, Stefanie Winkler, Wenhua Zhang, Andreas Terfort, Christof Wöll. Triptycene-terminated thiolate and selenolate monolayers on Au(111). Beilstein Journal of Nanotechnology 2017, 8 , 892-905. https://doi.org/10.3762/bjnano.8.91
    86. Fernando P. Cometto, Gustavo Ruano, Federico A. Soria, C. Andrea Calderón, Patricia A. Paredes-Olivera, Guillermo Zampieri, E. Martín Patrito. Thermal and Chemical Stability of n -Hexadecanethiol Monolayers on Au(111) in O 2 Environments. Electrochimica Acta 2016, 215 , 313-325. https://doi.org/10.1016/j.electacta.2016.08.119
    87. Waleed Azzam. Effect of immersion temperature on structure of the self-assembled monolayer of 1,2-diphenyldiselenide on gold surface. Materials Chemistry and Physics 2016, 180 , 432-439. https://doi.org/10.1016/j.matchemphys.2016.06.027
    88. Waleed Azzam. Adlayer structures of anthracenthiol on Au(111) after removal of covering multilayers with probe scan. Applied Surface Science 2016, 371 , 562-570. https://doi.org/10.1016/j.apsusc.2016.03.057
    89. Jin-Liang Zhuang, Andreas Terfort, Christof Wöll. Formation of oriented and patterned films of metal–organic frameworks by liquid phase epitaxy: A review. Coordination Chemistry Reviews 2016, 307 , 391-424. https://doi.org/10.1016/j.ccr.2015.09.013
    90. Hongtao Zhang, Hongliang Chen, Wei Ma, Jingshu Hui, Sheng Meng, Wei Xu, Daoben Zhu, Xuefeng Guo. Photocontrol of charge injection/extraction at electrode/semiconductor interfaces for high-photoresponsivity organic transistors. Journal of Materials Chemistry C 2016, 4 (23) , 5289-5296. https://doi.org/10.1039/C6TC00387G
    91. R. Renjith, Y. Sheena Mary, Hema Tresa Varghese, C. Yohannan Panicker, Thies Thiemann, Anas Shereef, Abdulaziz A. Al-Saadi. Spectroscopic investigation (FT-IR and FT-Raman), vibrational assignments, HOMO–LUMO analysis and molecular docking study of 1-hydroxy-4,5,8-tris(4-methoxyphenyl) anthraquinone. Journal of Physics and Chemistry of Solids 2015, 87 , 110-121. https://doi.org/10.1016/j.jpcs.2015.07.024
    92. Y. Sheena Mary, C. Yohannan Panicker, Thies Thiemann, Mariam Al-Azani, Abdulaziz A. Al-Saadi, C. Van Alsenoy, K. Raju, Javeed Ahmad War, S.K. Srivastava. Molecular conformational analysis, vibrational spectra, NBO, NLO analysis and molecular docking study of bis[(E)-anthranyl-9-acrylic]anhydride based on density functional theory calculations. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2015, 151 , 350-359. https://doi.org/10.1016/j.saa.2015.06.075
    93. Y. Sheena Mary, Hema Tresa Varghese, C. Yohannan Panicker, Thies Thiemann, Abdulaziz A. Al-Saadi, Saheed A. Popoola, C. Van Alsenoy, Yosef Al Jasem. Molecular conformational analysis, vibrational spectra, NBO, NLO, HOMO–LUMO and molecular docking studies of ethyl 3-(E)-(anthracen-9-yl)prop-2-enoate based on density functional theory calculations. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2015, 150 , 533-542. https://doi.org/10.1016/j.saa.2015.05.092
    94. Tobias Breuer, Michael Klues, Gregor Witte. Characterization of orientational order in π-conjugated molecular thin films by NEXAFS. Journal of Electron Spectroscopy and Related Phenomena 2015, 204 , 102-115. https://doi.org/10.1016/j.elspec.2015.07.011
    95. Abhishek Kumar, Ambrish Kumar Srivastava, Shashi Gangwar, Neeraj Misra, Avijit Mondal, Goutam Brahmachari. Combined experimental (FT-IR, UV–visible spectra, NMR) and theoretical studies on the molecular structure, vibrational spectra, HOMO, LUMO, MESP surfaces, reactivity descriptor and molecular docking of Phomarin. Journal of Molecular Structure 2015, 1096 , 94-101. https://doi.org/10.1016/j.molstruc.2015.04.031
    96. Chad I. Drexler, Corey P. Causey, Thomas J. Mullen. 1‐Adamantanethiol as a versatile nanografting tool. Scanning 2015, 37 (1) , 6-16. https://doi.org/10.1002/sca.21173
    97. Y. Sheena Mary, T.S. Yamuna, C. Yohannan Panicker, H.S. Yathirajan, M.S. Siddegowda, Abdulaziz A. Al-Saadi, Christian Van Alsenoy, Javeed Ahmad War. Vibrational spectroscopic studies and molecular docking of 10,10-Dimethylanthrone. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2015, 135 , 652-661. https://doi.org/10.1016/j.saa.2014.07.079
    98. A. Schaller, A. Ullrich, S. Horn, D. Volkmer. Selective growth of MFU-4l single crystals on microstructured plasma polymer coatings. Chemical Communications 2015, 51 (62) , 12494-12496. https://doi.org/10.1039/C5CC04048E
    99. Asif Bashir, Alexander Heck, Akimitsu Narita, Xinliang Feng, Alexei Nefedov, Michael Rohwerder, Klaus Müllen, Marcus Elstner, Christof Wöll. Charge carrier mobilities in organic semiconductors: crystal engineering and the importance of molecular contacts. Physical Chemistry Chemical Physics 2015, 17 (34) , 21988-21996. https://doi.org/10.1039/C5CP03171K
    100. R. Renjith, Y. Sheena Mary, Hema Tresa Varghese, C. Yohannan Panicker, Thies Thiemann, Christian Van Alsenoy. Vibrational spectra, molecular structure, NBO, HOMO–LUMO and first order hyperpoalarizability analysis of 1,4-bis(4-formylphenyl)anthraquinone by density functional theory. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2014, 131 , 225-234. https://doi.org/10.1016/j.saa.2014.04.085
    Load all citations
    Download PDF
    Go to Journal of the American Chemical Society
    Get e-Alerts
    Get e-Alerts

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2006, 128, 5, 1723–1732
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja0571592
    Published January 12, 2006
    Copyright © 2006 American Chemical Society
    Request reuse permissions

    Article Views

    3315

    Altmetric

    -

    Citations

    147
    Learn about these metrics

    Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.

    Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.

    The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.