logo

OR SEARCH CITATIONS

My Activity
Publications
CONTENT TYPES

Figure 1Loading Img
Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Am. Chem. Soc. 2010, 132, 29, 10155-10163
RETURN TO ISSUEPREVArticleNEXT

Structure and Photoinduced Electron Transfer Dynamics of a Series of Hydrogen-Bonded Supramolecular Complexes Composed of Electron Donors and a Saddle-Distorted Diprotonated Porphyrin

View Author Information
Department of Material and Life Science, Graduate School of Engineering, Osaka University, SORST, Japan Science and Technology Agency (JST), Suita, Osaka 565-0871, Japan, Department of Chemistry, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan, and Department of Bioinspired Science, Ewha Womans University, Seoul 120-750, Korea
[email protected]; [email protected]
†Osaka University.
‡University of Tsukuba.
§Ewha Womans University.
∥Present address: Advanced Photovoltaics Center, National Institute for Material Science (NIMS), Tsukuba, Ibaraki 305-0047, Japan
Cite this: J. Am. Chem. Soc. 2010, 132, 29, 10155–10163
Publication Date (Web):July 2, 2010
https://doi.org/10.1021/ja103889f
Copyright © 2010 American Chemical Society
RIGHTS & PERMISSIONS
Article Views
2843
Altmetric
-
Citations
60
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.

Read OnlinePDF (2 MB)
Get e-Alerts
Supporting Info (2)»
SUBJECTS:

Abstract

Abstract Image

The excited-state photodynamics of intrasupramolecular photoinduced electron transfer was investigated in a series of hydrogen-bonded supramolecular complexes composed of diprotonated 2,3,5,7,8,10,12,13,15,17,18,20-dodecaphenylporphyrin (H4DPP2+) and electron donors bearing a carboxylate group. The formation of supramolecular complexes was examined by spectroscopic measurements. The binding constants obtained by spectroscopic titration indicate the strong binding (108−1010 M−2) even in a polar and coordinating solvent, benzonitrile (PhCN). The crystal structure of the supramolecular assembly using ferrocenecarboxylate (FcCOO−) was determined to reveal a new structural motif involving two-point and single-point hydrogen bonding among saddle-distorted H4DPP2+ dication and two FcCOO− anions. Femtosecond laser flash photolysis was applied to investigate the photodynamics in the hydrogen-bonded supramolecular complexes. Rate constants obtained were evaluated in light of the Marcus theory of electron transfer, allowing us to determine the reorganization energy and the electronic coupling matrix constant of photoinduced electron transfer and back electron transfer to be 0.68 eV and 43 cm−1, respectively. The distance dependence of electron transfer was also examined by using a series of ferrocenecarboxylate derivatives connected by linear phenylene linkers, and the distance dependence of the rate constant of electron transfer (kET) was determined to be kET = k0 exp(−βr), in which β = 0.64 Å−1.

Supporting Information

ARTICLE SECTIONS
Jump To

Absorption titration, data of electrochemical measurements, fluorescence spectra, transient absorption spectra, and complete citation details of ref 52. 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

This article is cited by 62 publications.

  1. Maria Ballester, Luca Ravotto, J. Martin. E. Quirke, R. López de la Vega, John A. Shelnutt, Andrei V. Cheprakov, Sergei A. Vinogradov, Craig J. Medforth. Protonation of Planar and Nonplanar Porphyrins: A Calorimetric and Computational Study. The Journal of Physical Chemistry A 2020, 124 (43) , 8994-9003. https://doi.org/10.1021/acs.jpca.0c07610
  2. Austin L. Jones, Kirk S. Schanze. Free Energy Dependence of Photoinduced Electron Transfer in Octathiophene-Diimide Dyads. The Journal of Physical Chemistry A 2020, 124 (1) , 21-29. https://doi.org/10.1021/acs.jpca.9b08622
  3. Wataru Suzuki, Hiroaki Kotani, Tomoya Ishizuka, Masaki Kawano, Hayato Sakai, Taku Hasobe, Kei Ohkubo, Shunichi Fukuzumi, Takahiko Kojima. A Diprotonated Porphyrin as an Electron Mediator in Photoinduced Electron Transfer in Hydrogen-Bonded Supramolecular Assemblies. The Journal of Physical Chemistry C 2019, 123 (18) , 11529-11538. https://doi.org/10.1021/acs.jpcc.9b02449
  4. Yong-Min Lee, Surin Kim, Kei Ohkubo, Kyung-Ha Kim, Wonwoo Nam, Shunichi Fukuzumi. Unified Mechanism of Oxygen Atom Transfer and Hydrogen Atom Transfer Reactions with a Triflic Acid-Bound Nonheme Manganese(IV)–Oxo Complex via Outer-Sphere Electron Transfer. Journal of the American Chemical Society 2019, 141 (6) , 2614-2622. https://doi.org/10.1021/jacs.8b12935
  5. Nivedita Chaudhri, Nitika Grover, Muniappan Sankar. Selective Conversion of Planar trans-Chlorins into Highly Twisted Doubly Fused Porphyrins or Chlorins via Oxidative Fusion. Inorganic Chemistry 2018, 57 (11) , 6658-6668. https://doi.org/10.1021/acs.inorgchem.8b00849
  6. Nivedita Chaudhri, Nitika Grover, and Muniappan Sankar . Versatile Synthetic Route for β-Functionalized Chlorins and Porphyrins by Varying the Size of Michael Donors: Syntheses, Photophysical, and Electrochemical Redox Properties. Inorganic Chemistry 2017, 56 (19) , 11532-11545. https://doi.org/10.1021/acs.inorgchem.7b01158
  7. Atanu Jana, Masatoshi Ishida, Jung Su Park, Steffen Bähring, Jan O. Jeppesen, and Jonathan L. Sessler . Tetrathiafulvalene- (TTF-) Derived Oligopyrrolic Macrocycles. Chemical Reviews 2017, 117 (4) , 2641-2710. https://doi.org/10.1021/acs.chemrev.6b00375
  8. Yuriy V. Zatsikha, Cole D. Holstrom, Kullapa Chanawanno, Allen J. Osinski, Christopher J. Ziegler, and Victor N. Nemykin . Observation of the Strong Electronic Coupling in Near-Infrared-Absorbing Tetraferrocene aza-Dipyrromethene and aza-BODIPY with Direct Ferrocene−α- and Ferrocene−β-Pyrrole Bonds: Toward Molecular Machinery with Four-Bit Information Storage Capacity. Inorganic Chemistry 2017, 56 (2) , 991-1000. https://doi.org/10.1021/acs.inorgchem.6b02806
  9. Bettina Wagner, Natalie Dehnhardt, Martin Schmid, Benedikt P. Klein, Lukas Ruppenthal, Philipp Müller, Malte Zugermeier, J. Michael Gottfried, Sina Lippert, Marc-Uwe Halbich, Arash Rahimi-Iman, and Johanna Heine . Color Change Effect in an Organic–Inorganic Hybrid Material Based on a Porphyrin Diacid. The Journal of Physical Chemistry C 2016, 120 (49) , 28363-28373. https://doi.org/10.1021/acs.jpcc.6b11188
  10. Shunichi Fukuzumi, Kei Ohkubo, Masatoshi Ishida, Christian Preihs, Bo Chen, Weston Thatcher Borden, Dongho Kim, and Jonathan L. Sessler . Formation of Ground State Triplet Diradicals from Annulated Rosarin Derivatives by Triprotonation. Journal of the American Chemical Society 2015, 137 (31) , 9780-9783. https://doi.org/10.1021/jacs.5b05309
  11. Eranda Maligaspe, Tom J. Pundsack, Lauren M. Albert, Yuriy V. Zatsikha, Pavlo V. Solntsev, David A. Blank, and Victor N. Nemykin . Synthesis and Charge-Transfer Dynamics in a Ferrocene-Containing Organoboryl aza-BODIPY Donor–Acceptor Triad with Boron as the Hub. Inorganic Chemistry 2015, 54 (8) , 4167-4174. https://doi.org/10.1021/acs.inorgchem.5b00494
  12. Mihoko Yamada, Kei Ohkubo, Mitsuhiko Shionoya, and Shunichi Fukuzumi . Photoinduced Electron Transfer in a Charge-Transfer Complex Formed between Corannulene and [email protected] by Concave–Convex π–π Interactions. Journal of the American Chemical Society 2014, 136 (38) , 13240-13248. https://doi.org/10.1021/ja505391x
  13. Kei Ohkubo, Kentaro Mase, Elizabeth Karnas, Jonathan L. Sessler, and Shunichi Fukuzumi . Cyclo[8]pyrrole: An Androgynous Expanded Porphyrin That Acts as Both an Electron Donor and Acceptor in Anion-Bound Supramolecular Electron Donor–Acceptor Complexes. The Journal of Physical Chemistry C 2014, 118 (32) , 18436-18444. https://doi.org/10.1021/jp505750e
  14. Christina M. Davis, Yuki Kawashima, Kei Ohkubo, Jong Min Lim, Dongho Kim, Shunichi Fukuzumi, and Jonathan L. Sessler . Photoinduced Electron Transfer from a Tetrathiafulvalene-Calix[4]pyrrole to a Porphyrin Carboxylate within a Supramolecular Ensemble. The Journal of Physical Chemistry C 2014, 118 (25) , 13503-13513. https://doi.org/10.1021/jp504087b
  15. Christopher J. Ziegler, Kullapa Chanawanno, Abed Hasheminsasab, Yuriy V. Zatsikha, Eranda Maligaspe, and Victor N. Nemykin . Synthesis, Redox Properties, and Electronic Coupling in the Diferrocene Aza-dipyrromethene and azaBODIPY Donor–Acceptor Dyad with Direct Ferrocene−α-Pyrrole Bond. Inorganic Chemistry 2014, 53 (9) , 4751-4755. https://doi.org/10.1021/ic500526k
  16. Yuki Kawashima, Kei Ohkubo, Mase Kentaro, and Shunichi Fukuzumi . Electron Transfer in a Supramolecular Complex of Zinc Chlorin Carboxylate Anion with [email protected] Affording the Long-Lived Charge-Separated State. The Journal of Physical Chemistry C 2013, 117 (41) , 21166-21177. https://doi.org/10.1021/jp407976b
  17. Feng Jin, Ying Zhang, Hui-Zhen Wang, Hui-Zhi Zhu, Yan Yan, Jun Zhang, Jie-Ying Wu, Yu-Peng Tian, and Hong-Ping Zhou . Diverse Structural Ag(I) Supramolecular Complexes Constructed from Multidentate Dicyanoisophorone-Based Ligands: Structures and Enhanced Luminescence. Crystal Growth & Design 2013, 13 (5) , 1978-1987. https://doi.org/10.1021/cg400025j
  18. Francis D’Souza, Anu N. Amin, Mohamed E. El-Khouly, Navaneetha K. Subbaiyan, Melvin E. Zandler, and Shunichi Fukuzumi . Control over Photoinduced Energy and Electron Transfer in Supramolecular Polyads of Covalently linked azaBODIPY-Bisporphyrin ‘Molecular Clip’ Hosting Fullerene. Journal of the American Chemical Society 2012, 134 (1) , 654-664. https://doi.org/10.1021/ja209718g
  19. Elizabeth Karnas, Sung Kuk Kim, Kenneth A. Johnson, Jonathan L. Sessler, Kei Ohkubo, and Shunichi Fukuzumi. Stopped-Flow Kinetic Analysis of the Interaction of Cyclo[8]pyrrole with Anions. Journal of the American Chemical Society 2010, 132 (46) , 16617-16622. https://doi.org/10.1021/ja107471x
  20. Tatsuhiko Honda, Tatsuaki Nakanishi, Kei Ohkubo, Takahiko Kojima and Shunichi Fukuzumi . Formation of a Long-Lived Photoinduced Electron-Transfer State in an Electron Acceptor−Donor−Acceptor Porphyrin Triad Connected by Coordination Bonds. The Journal of Physical Chemistry C 2010, 114 (33) , 14290-14299. https://doi.org/10.1021/jp105116y
  21. Markus Jochriem, Larissa A. Casper, Stefan Vanicek, Dirk Petersen, Holger Kopacka, Klaus Wurst, Thomas Müller, Rainer F. Winter, Benno Bildstein. Rhodocenium Monocarboxylic Acid Hexafluoridophosphate and Its Derivatives: Synthesis, Spectroscopy, Structure, and Electrochemistry. European Journal of Inorganic Chemistry 2020, 2020 (14) , 1300-1310. https://doi.org/10.1002/ejic.202000071
  22. Marc Kielmann, Mathias O. Senge. Molekulares Engineering freier Porphyrinbasen als Liganden - das N-H⋅⋅⋅X-Bindungsmotiv in Tetrapyrrolen. Angewandte Chemie 2019, 131 (2) , 424-448. https://doi.org/10.1002/ange.201806281
  23. Marc Kielmann, Mathias O. Senge. Molecular Engineering of Free-Base Porphyrins as Ligands-The N−H⋅⋅⋅X Binding Motif in Tetrapyrroles. Angewandte Chemie International Edition 2019, 58 (2) , 418-441. https://doi.org/10.1002/anie.201806281
  24. Retheesh Krishnan, Sumesh Babu Krishnan, Bijitha Balan, Karical Raman Gopidas. Self-assembly and photoinduced electron transfer in a donor- $$\upbeta $$ β -cyclodextrin-acceptor supramolecular system $$^{\S }$$ §. Journal of Chemical Sciences 2018, 130 (10) https://doi.org/10.1007/s12039-018-1535-z
  25. Biao Li, Xinju Zhu, Yuan Guo, Ya-Ping Ren, Zhao-Dong Jia, Jing-Na Wei, Dong-Xia Fu, Yan Xu, Xin-Qi Hao. Synthesis and properties of m -ferrocenylbenzoylthiadiazole derivatives. Applied Organometallic Chemistry 2018, 32 (4) , e4265. https://doi.org/10.1002/aoc.4265
  26. Tomoya Ishizuka, Shumpei Ohkawa, Hidemi Ochiai, Muneaki Hashimoto, Kei Ohkubo, Hiroaki Kotani, Masahiro Sadakane, Shunichi Fukuzumi, Takahiko Kojima. A supramolecular photocatalyst composed of a polyoxometalate and a photosensitizing water-soluble porphyrin diacid for the oxidation of organic substrates in water. Green Chemistry 2018, 20 (9) , 1975-1980. https://doi.org/10.1039/C8GC00295A
  27. Tianyang Wang, Krishanthi C. Weerasinghe, Haiya Sun, Ping'an Li, Dongzhi Liu, Wei Li, Wenping Hu, Xueqin Zhou, Lichang Wang. Characterization of photo-induced electron and hole transfer in a porphyrin based ambipolar organic molecule with cascade energy levels. Journal of Molecular Structure 2017, 1142 , 226-238. https://doi.org/10.1016/j.molstruc.2017.04.079
  28. Wataru Suzuki, Hiroaki Kotani, Tomoya Ishizuka, Kei Ohkubo, Yoshihito Shiota, Kazunari Yoshizawa, Shunichi Fukuzumi, Takahiko Kojima. Thermodynamics and Photodynamics of a Monoprotonated Porphyrin Directly Stabilized by Hydrogen Bonding with Polar Protic Solvents. Chemistry - A European Journal 2017, 23 (19) , 4669-4679. https://doi.org/10.1002/chem.201606012
  29. Daiki Kuzuhara, Wataru Furukawa, Aya Kitashiro, Naoki Aratani, Hiroko Yamada. Synthesis and Metalation of Doubly o -Phenylene-Bridged Cyclic Bis(dipyrrin)s with Highly Bent Skeleton of Dibenzoporphyrin(2.1.2.1). Chemistry - A European Journal 2016, 22 (30) , 10671-10678. https://doi.org/10.1002/chem.201601083
  30. Takao Sakuma, Hayato Sakai, Yasuyuki Araki, Takehiko Wada, Taku Hasobe. Control of local structures and photophysical properties of zinc porphyrin-based supramolecular assemblies structurally organized by regioselective ligand coordination. Physical Chemistry Chemical Physics 2016, 18 (7) , 5453-5463. https://doi.org/10.1039/C5CP07110K
  31. Shunpei Hitosugi, Kei Ohkubo, Yuki Kawashima, Taisuke Matsuno, Sho Kamata, Kosuke Nakamura, Hirohiko Kono, Sota Sato, Shunichi Fukuzumi, Hiroyuki Isobe. Modulation of Energy Conversion Processes in Carbonaceous Molecular Bearings. Chemistry - An Asian Journal 2015, 10 (11) , 2404-2410. https://doi.org/10.1002/asia.201500673
  32. Shamsa Munir, Dionysios D. Dionysiou, Sher Bahadar Khan, Syed Mujtaba Shah, Bimalendu Adhikari, Afzal Shah. Development of photocatalysts for selective and efficient organic transformations. Journal of Photochemistry and Photobiology B: Biology 2015, 148 , 209-222. https://doi.org/10.1016/j.jphotobiol.2015.04.020
  33. Shuo Chai, Jing Wang, Shao-Ying Zhu, Shu-Lin Cong. Hydrogen-bonding dynamics of photoexcited coumarin 138 and 339 in protic methanol solution: Time-dependent density functional theory study. Computational and Theoretical Chemistry 2015, 1061 , 6-11. https://doi.org/10.1016/j.comptc.2015.03.005
  34. Andrea Vecchi, Pierluca Galloni, Barbara Floris, Semyon V. Dudkin, Victor N. Nemykin. Metallocenes meet porphyrinoids: Consequences of a “fusion”. Coordination Chemistry Reviews 2015, 291 , 95-171. https://doi.org/10.1016/j.ccr.2015.02.005
  35. Shunichi Fukuzumi. Photoinduced Electron-Transfer Functions of π-Electron Donor–Acceptor Supramolecular Complexes. 2015,,, 529-543. https://doi.org/10.1007/978-4-431-55357-1_31
  36. , , , , . Chemical Science of π-Electron Systems. 2015,,https://doi.org/10.1007/978-4-431-55357-1
  37. Toru Aoki, Hayato Sakai, Kei Ohkubo, Tomo Sakanoue, Taishi Takenobu, Shunichi Fukuzumi, Taku Hasobe. Ultrafast photoinduced electron transfer in face-to-face charge-transfer π-complexes of planar porphyrins and hexaazatriphenylene derivatives. Chemical Science 2015, 6 (2) , 1498-1509. https://doi.org/10.1039/C4SC02787F
  38. Yuan Jiang, Dong-Dong Qin, Yan-Ru Fan, Hui-Xia Guo, Shi-Xia Wang, Xing-Ming Ning, Xiao-Quan Lu. Investigation of photoinduced electron transfer on TiO 2 nanowire arrays/porphyrin composite via scanning electrochemical microscopy. RSC Advances 2015, 5 (70) , 56697-56703. https://doi.org/10.1039/C5RA08485G
  39. Francis D'Souza, Hiroshi Imahori. Preface — Special Issue in Honor of Professor Shunichi Fukuzumi. Journal of Porphyrins and Phthalocyanines 2015, 19 (01-03) , i-xvi. https://doi.org/10.1142/S1088424615020010
  40. Takahiko Kojima, Ryosuke Kobayashi, Tomoya Ishizuka, Shinya Yamakawa, Hiroaki Kotani, Tatsuaki Nakanishi, Kei Ohkubo, Yoshihito Shiota, Kazunari Yoshizawa, Shunichi Fukuzumi. Binding of Scandium Ions to Metalloporphyrin-Flavin Complexes for Long-Lived Charge Separation. Chemistry - A European Journal 2014, 20 (47) , 15518-15532. https://doi.org/10.1002/chem.201403960
  41. Zheng Zheng, Zhi-Peng Yu, Ming-Di Yang, Feng Jin, Li-Na Ye, Min Fang, Hong-Ping Zhou, Jie-Ying Wu, Yu-Peng Tian. Silver( i ) supramolecular complexes generated from isophorone-based ligands: crystal structures and enhanced nonlinear optical properties through metal complexation. Dalton Trans. 2014, 43 (3) , 1139-1150. https://doi.org/10.1039/C3DT52364K
  42. Hengjun Chen, Min Li, Guiming Zheng, Yifang Wang, Yang Song, Conghui Han, Zhiyong Fu, Shijun Liao, Jingcao Dai. Molecular packing, crystal to crystal transformation, electron transfer behaviour, and photochromic and fluorescent properties of three hydrogen-bonded supramolecular complexes containing benzenecarboxylate donors and viologen acceptors. RSC Adv. 2014, 4 (81) , 42983-42990. https://doi.org/10.1039/C4RA07471H
  43. Shunichi Fukuzumi, Takahiko Kojima. Nanostructures and Electron-Transfer Functions of Nonplanar Porphyrins. 2013,,, 131-146. https://doi.org/10.1002/9781118354377.ch6
  44. , . Organic Nanomaterials. 2013,,https://doi.org/10.1002/9781118354377
  45. Arvind Chaudhary, Sk. Asif Ikbal, Sanfaori Brahma, Sankar Prasad Rath. Formation of exo–exo, exo–endo and tweezer conformation induced by axial ligand in a Zn(II) bisporphyrin: Synthesis, structure and properties. Polyhedron 2013, 52 , 761-769. https://doi.org/10.1016/j.poly.2012.07.055
  46. Shunichi Fukuzumi, Kei Ohkubo. Selective photocatalytic reactions with organic photocatalysts. Chem. Sci. 2013, 4 (2) , 561-574. https://doi.org/10.1039/C2SC21449K
  47. Tomoya Ishizuka, Muniappan Sankar, Takahiko Kojima. Control of the spatial arrangements of supramolecular networks based on saddle-distorted porphyrins by intermolecular hydrogen bonding. Dalton Transactions 2013, 42 (45) , 16073. https://doi.org/10.1039/c3dt51467f
  48. Shunichi Fukuzumi, Kei Ohkubo. Long-lived photoinduced charge separation for solar cell applications in supramolecular complexes of multi-metalloporphyrins and fullerenes. Dalton Transactions 2013, 42 (45) , 15846. https://doi.org/10.1039/c3dt51883c
  49. Takuya Kamimura, Kei Ohkubo, Yuki Kawashima, Hirofumi Nobukuni, Yoshinori Naruta, Fumito Tani, Shunichi Fukuzumi. Submillisecond-lived photoinduced charge separation in inclusion complexes composed of [email protected] and cyclic porphyrin dimers. Chemical Science 2013, 4 (4) , 1451. https://doi.org/10.1039/c3sc22065f
  50. Shunichi Fukuzumi, Tatsuhiko Honda, Takahiko Kojima. Structures and photoinduced electron transfer of protonated complexes of porphyrins and metallophthalocyanines. Coordination Chemistry Reviews 2012, 256 (21-22) , 2488-2502. https://doi.org/10.1016/j.ccr.2012.01.011
  51. Arvind Chaudhary, Sankar Prasad Rath. Encapsulation of TCNQ and the Acridinium Ion within a Bisporphyrin Cavity: Synthesis, Structure, and Photophysical and HOMO-LUMO-Gap-Mediated Electron-Transfer Properties. Chemistry - A European Journal 2012, 18 (24) , 7404-7417. https://doi.org/10.1002/chem.201200034
  52. Tomoya Ishizuka, Muniappan Sankar, Yusuke Yamada, Shunichi Fukuzumi, Takahiko Kojima. Porphyrin nanochannels reinforced by hydrogen bonding. Chemical Communications 2012, 48 (52) , 6481. https://doi.org/10.1039/c2cc31142a
  53. Shunichi Fukuzumi, Kei Ohkubo, Francis D'Souza, Jonathan L. Sessler. Supramolecular electron transfer by anion binding. Chemical Communications 2012, 48 (79) , 9801. https://doi.org/10.1039/c2cc32848h
  54. Feng Jin, Xiao-Fei Yang, Sheng-Li Li, Zheng Zheng, Zhi-Peng Yu, Lin Kong, Fu-Ying Hao, Jia-Xiang Yang, Jie-Ying Wu, Yu-Peng Tian, Hong-Ping Zhou. Role of anions in preparing silver(i) complexes with a new multidentate ligand: polymorphs, structures and nonlinear optical properties. CrystEngComm 2012, 14 (24) , 8409. https://doi.org/10.1039/c2ce26145f
  55. Shunichi Fukuzumi, Ichiro Amasaki, Kei Ohkubo, Claude P. Gros, Roger Guilard, Jean-Michel Barbe. Photoinduced electron transfer in supramolecular complexes of a π-extended viologen with porphyrin monomer and dimer. RSC Advances 2012, 2 (9) , 3741. https://doi.org/10.1039/c2ra20130e
  56. Arvind Chaudhary, Sankar Prasad Rath. Efficient Complexation of Pyrrole-Bridged Dizinc(II) Bisporphyrin with Fluorescent Probe Pyrene: Synthesis, Structure, and Photoinduced Singlet-Singlet Energy Transfer. Chemistry - A European Journal 2011, 17 (41) , 11478-11487. https://doi.org/10.1002/chem.201101324
  57. Liang Wan, Dongdong Qi, Yuexing Zhang. The effect of β-saturated pyrrolic rings on the electronic structures and aromaticity of magnesium porphyrin derivatives: A density functional study. Journal of Molecular Graphics and Modelling 2011, 30 , 15-23. https://doi.org/10.1016/j.jmgm.2011.05.003
  58. F. Javier Céspedes-Guirao, Luis Martín-Gomis, Kei Ohkubo, Shunichi Fukuzumi, Fernando Fernández-Lázaro, Ángela Sastre-Santos. Synthesis and Photophysics of Silicon Phthalocyanine-Perylenebisimide Triads Connected through Rigid and Flexible Bridges. Chemistry - A European Journal 2011, 17 (33) , 9153-9163. https://doi.org/10.1002/chem.201100320
  59. Muniappan Sankar, Tomoya Ishizuka, Zeqing Wang, Tingli Ma, Motoo Shiro, Takahiko Kojima. Synthesis, structure and physicochemical properties of a saddle-distorted porphyrin with a peripheral carboxyl group. Journal of Porphyrins and Phthalocyanines 2011, 15 (05n06) , 421-432. https://doi.org/10.1142/S1088424611003379
  60. Tatsuhiko Honda, Takahiko Kojima, Nagao Kobayashi, Shunichi Fukuzumi. Crystal Structures and Electronic Properties of Saddle‐Distorted and Protonated Phthalocyanines. Angewandte Chemie 2011, 123 (12) , 2777-2780. https://doi.org/10.1002/ange.201006607
  61. Tatsuhiko Honda, Takahiko Kojima, Nagao Kobayashi, Shunichi Fukuzumi. Crystal Structures and Electronic Properties of Saddle‐Distorted and Protonated Phthalocyanines. Angewandte Chemie International Edition 2011, 50 (12) , 2725-2728. https://doi.org/10.1002/anie.201006607
  62. Daiki Kuzuhara, Hiroko Yamada, Keiko Yano, Tetsuo Okujima, Shigeki Mori, Hidemitsu Uno. First Synthesis of Dodecasubstituted Porphycenes. Chemistry - A European Journal 2011, 17 (12) , 3376-3383. https://doi.org/10.1002/chem.201002788

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.

OOPS

You have to login with your ACS ID befor you can login with your Mendeley account.

MENDELEY PAIRING EXPIRED
Your Mendeley pairing has expired. Please reconnect

This website uses cookies to improve your user experience. By continuing to use the site, you are accepting our use of cookies. Read the ACS privacy policy.

CONTINUE