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Segregated and Alternately Stacked Donor/Acceptor Nanodomains in Tubular Morphology Tailored with Zinc Porphyrin–C60 Amphiphilic Dyads: Clear Geometrical Effects on Photoconduction

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† ERATO−SORST Nanospace Project, Japan Science and Technology Agency (JST), 2-3-6 Aomi, Koto-ku, Tokyo 135-0064, Japan
‡ Division of Materials Science and Tsukuba Research Center for Interdisciplinary Materials Science (TIMS), Faculty of Pure and Applied Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8573, Japan
§ Japan Synchrotron Radiation Research Institute (JASRI), 1-1-1 Kouto, Sayo-cho, Sayo-gun, Hyogo 679-5198, Japan
∥ RIKEN SPring-8 Center, 1-1-1 Kouto, Sayo-cho, Sayo-gun, Hyogo 679-5148, Japan
# Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan
⊥ Department of Chemistry and Biotechnology, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656, Japan
[email protected]; [email protected]; [email protected]
Cite this: J. Am. Chem. Soc. 2012, 134, 5, 2524–2527
Publication Date (Web):January 25, 2012
https://doi.org/10.1021/ja211334k
Copyright © 2012 American Chemical Society
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Abstract

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Amphiphilic zinc porphyrin (PZn; electron donor, D)–fullerene (C60; electron acceptor, A) dyads 2 and 3, bearing an identical hydrophilic wedge with triethylene glycol chains but different linkers between the PZn and C60 units, self-assemble into nanotubes with essentially different dimensional and geometrical features from one another. The nanotube from dyad 2 with an ester linker consists of a bilayer wall formed with coaxially segregated D and A nanodomains along the tube axis (coaxial D–A heterojunction), thereby displaying explicit photoconductivity with ambipolar carrier transport properties. In contrast, the nanotube from dyad 3 with a rigid arylacetylene linker consists of a monolayer wall with an alternate geometry of D/A stacking, resulting in poor photoconducting outputs. Such a geometrical difference also significantly affects the photovoltaic properties.

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Details of synthesis, self-assembly, MALDI-TOF mass spectra, NMR spectra, electronic absorption spectra, DPV, contact angles, fluorescence spectra, SEM, TEM, ED, and PV data. This material is available free of charge via the Internet at http://pubs.acs.org.

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  5. Michael Ho-Yeung Chan, Sammual Yu-Lut Leung, Vivian Wing-Wah Yam. Controlling Self-Assembly Mechanisms through Rational Molecular Design in Oligo(p-phenyleneethynylene)-Containing Alkynylplatinum(II) 2,6-Bis(N-alkylbenzimidazol-2′-yl)pyridine Amphiphiles. Journal of the American Chemical Society 2018, 140 (24) , 7637-7646. https://doi.org/10.1021/jacs.8b03628
  6. Mingyang Ji, Mahesh B. Dawadi, Alexandria R. LaSalla, Yuan Sun, David A. Modarelli, and Jon R. Parquette . Strategy for the Co-Assembly of Co-Axial Nanotube–Polymer Hybrids. Langmuir 2017, 33 (36) , 9129-9136. https://doi.org/10.1021/acs.langmuir.7b02245
  7. Mikihiro Hayashi, Kazuya Otsubo, Mitsuhiko Maesato, Tokutaro Komatsu, Kunihisa Sugimoto, Akihiko Fujiwara, and Hiroshi Kitagawa . An Electrically Conductive Single-Component Donor–Acceptor–Donor Aggregate with Hydrogen-Bonding Lattice. Inorganic Chemistry 2016, 55 (24) , 13027-13034. https://doi.org/10.1021/acs.inorgchem.6b02301
  8. Beatriz Feringán, Pilar Romero, José Luis Serrano, César L. Folcia, Jesús Etxebarria, Josu Ortega, Roberto Termine, Attilio Golemme, Raquel Giménez, and Teresa Sierra . H-Bonded Donor–Acceptor Units Segregated in Coaxial Columnar Assemblies: Toward High Mobility Ambipolar Organic Semiconductors. Journal of the American Chemical Society 2016, 138 (38) , 12511-12518. https://doi.org/10.1021/jacs.6b06792
  9. Mengjun Chen, Hongxia Zhu, Shengju Zhou, Wenlong Xu, Shuli Dong, Hongguang Li, and Jingcheng Hao . Self-Organization and Vesicle Formation of Amphiphilic Fulleromonodendrons Bearing Oligo(poly(ethylene oxide)) Chains. Langmuir 2016, 32 (10) , 2338-2347. https://doi.org/10.1021/acs.langmuir.6b00321
  10. Maria A. Lebedeva, Thomas W. Chamberlain, and Andrei N. Khlobystov . Harnessing the Synergistic and Complementary Properties of Fullerene and Transition-Metal Compounds for Nanomaterial Applications. Chemical Reviews 2015, 115 (20) , 11301-11351. https://doi.org/10.1021/acs.chemrev.5b00005
  11. Oleksandr Yushchenko, Diego Villamaina, Naomi Sakai, Stefan Matile, and Eric Vauthey . Comparison of Charge-Transfer Dynamics of Naphthalenediimide Triads in Solution and π-Stack Architectures on Solid Surfaces. The Journal of Physical Chemistry C 2015, 119 (27) , 14999-15008. https://doi.org/10.1021/acs.jpcc.5b04060
  12. Tathagata Mondal, Tsuneaki Sakurai, Satoru Yoneda, Shu Seki, and Suhrit Ghosh . Semiconducting Nanotubes by Intrachain Folding Following Macroscopic Assembly of a Naphthalene–Diimide (NDI) Appended Polyurethane. Macromolecules 2015, 48 (4) , 879-888. https://doi.org/10.1021/ma502410d
  13. Tadao Takada, Akane Ashida, Mitsunobu Nakamura, Mamoru Fujitsuka, Tetsuro Majima, and Kazushige Yamana . Photocurrent Generation Enhanced by Charge Delocalization over Stacked Perylenediimide Chromophores Assembled within DNA. Journal of the American Chemical Society 2014, 136 (19) , 6814-6817. https://doi.org/10.1021/ja501535z
  14. Priya Rajdev, Mijanur Rahaman Molla, and Suhrit Ghosh . Understanding the Role of H-Bonding in Aqueous Self-Assembly of Two Naphthalene Diimide (NDI)-Conjugated Amphiphiles. Langmuir 2014, 30 (8) , 1969-1976. https://doi.org/10.1021/la500089b
  15. Xiang Fang, Yi-Zhou Zhu, and Jian-Yu Zheng . Clawlike Tripodal Porphyrin Trimer: Ion-Controlled On–Off Fullerene Binding. The Journal of Organic Chemistry 2014, 79 (3) , 1184-1191. https://doi.org/10.1021/jo4026176
  16. Long Chen, Kunal S. Mali, Sreenivasa R. Puniredd, Martin Baumgarten, Khaled Parvez, Wojciech Pisula, Steven De Feyter, and Klaus Müllen . Assembly and Fiber Formation of a Gemini-Type Hexathienocoronene Amphiphile for Electrical Conduction. Journal of the American Chemical Society 2013, 135 (36) , 13531-13537. https://doi.org/10.1021/ja4062135
  17. Giuseppe Sforazzini, Edvinas Orentas, Altan Bolag, Naomi Sakai, and Stefan Matile . Toward Oriented Surface Architectures with Three Coaxial Charge-Transporting Pathways. Journal of the American Chemical Society 2013, 135 (32) , 12082-12090. https://doi.org/10.1021/ja405776a
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  20. Sameer Patwardhan, Sanchita Sengupta, Laurens D. A. Siebbeles, Frank Würthner, and Ferdinand C. Grozema . Efficient Charge Transport in Semisynthetic Zinc Chlorin Dye Assemblies. Journal of the American Chemical Society 2012, 134 (39) , 16147-16150. https://doi.org/10.1021/ja3075192
  21. Ling Huang, Xuerong Yu, Wanhua Wu, and Jianzhang Zhao . Styryl Bodipy-C60 Dyads as Efficient Heavy-Atom-Free Organic Triplet Photosensitizers. Organic Letters 2012, 14 (10) , 2594-2597. https://doi.org/10.1021/ol3008843
  22. Mingming Su, Yajing Hu, Ao Yu, Zhiyao Peng, Wangtao Long, Shixin Gao, Ping Peng, Bin Su, Fang-Fang Li. Molecular engineering for high-performance fullerene broadband photodetectors. Nanoscale Advances 2021, 4 https://doi.org/10.1039/D0NA00981D
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  24. Lei Zhu. Supramolecular Self-Assembly of Discotic Liquid Crystalline LEGOs. 2020,,, 217-248. https://doi.org/10.1007/978-3-030-43350-5_65
  25. , . Liquid Crystalline Polymers. 2020,,https://doi.org/10.1007/978-3-030-43350-5
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  32. Saunak Das, Martin Presselt. Progress and development in structural and optoelectronic tunability of supramolecular nonbonded fullerene assemblies. Journal of Materials Chemistry C 2019, 7 (21) , 6194-6216. https://doi.org/10.1039/C9TC00889F
  33. Toshimi Shimizu. Self-Assembly of Discrete Organic Nanotubes. Bulletin of the Chemical Society of Japan 2018, 91 (4) , 623-668. https://doi.org/10.1246/bcsj.20170424
  34. Lei Zhu. Supramolecular Self-assembly of Discotic Liquid Crystalline LEGOs. 2018,,, 1-32. https://doi.org/10.1007/978-3-642-37179-0_65-1
  35. . Polymers and Polymeric Composites: A Reference Series. 2018,,https://doi.org/10.1007/978-3-642-37179-0
  36. Amrita Sikder, Jayita Sarkar, Tsuneaki Sakurai, Shu Seki, Suhrit Ghosh. Solvent switchable nanostructures and the function of a π-amphiphile. Nanoscale 2018, 10 (7) , 3272-3280. https://doi.org/10.1039/C7NR07989C
  37. Wei Zhang, Kehua Gu, Pingping Hou, Xiaolin Lyu, Hongbing Pan, Zhihao Shen, Xing-he Fan. Hierarchically ordered structures of disk-cube triads containing hexa-peri-hexabenzocoronene and polyhedral oligomeric silsesquioxane. Soft Matter 2018, 14 (32) , 6774-6782. https://doi.org/10.1039/C8SM01037D
  38. Yang-Hui Luo, Yao-Jia Li, Chen Chen, Jing-Wen Wang, Pei-Jing An, Hong-Shuai Wu, Bai-Wang Sun. Anions-Mediated Morphological Control of Nano- /Microscaled Materials: A Case Study of Protonated Melamine-Based Self-Assemblies. ChemistrySelect 2017, 2 (32) , 10505-10511. https://doi.org/10.1002/slct.201701718
  39. Changsheng Shan, Hung-Ju Yen, Kaifeng Wu, Qianglu Lin, Ming Zhou, Xiaofeng Guo, Di Wu, Hanguang Zhang, Gang Wu, Hsing-Lin Wang. Functionalized fullerenes for highly efficient lithium ion storage: Structure-property-performance correlation with energy implications. Nano Energy 2017, 40 , 327-335. https://doi.org/10.1016/j.nanoen.2017.08.033
  40. Bahram Ghanbari, Mahsa Mahdavian, A.M. García-Deibe. Synthesis and photoisomerization study of new aza-crown macrocyclic tweezer tethered through an azobenzene linker: The first report on supramolecular interaction of azobenzene moiety with C60. Journal of Molecular Structure 2017, 1144 , 360-369. https://doi.org/10.1016/j.molstruc.2017.05.063
  41. Mina Salimimarand, Duong Duc La, Mohammad Al Kobaisi, Sheshanath V. Bhosale. Flower-like superstructures of AIE-active tetraphenylethylene through solvophobic controlled self-assembly. Scientific Reports 2017, 7 (1) https://doi.org/10.1038/srep42898
  42. James M. Ludlow, Mary Jane Saunders, Mingjun Huang, Zaihong Guo, Charles N. Moorefield, Stephen Z. D. Cheng, Chrys Wesdemiotis, George R. Newkome. Amphiphilic [tpy-M II -tpy] metallotriangles: synthesis, characterisation and hierarchical ordering. Supramolecular Chemistry 2017, 29 (1) , 69-79. https://doi.org/10.1080/10610278.2016.1174243
  43. Meng-Yao Zhang, Sheng Zhou, Hong-Bing Pan, Jing Ping, Wei Zhang, Xing-He Fan, Zhihao Shen. Structural complexity induced by topology change in hybrids consisting of hexa-peri-hexabenzocoronene and polyhedral oligomeric silsesquioxane. Chemical Communications 2017, 53 (62) , 8679-8682. https://doi.org/10.1039/C7CC04897A
  44. Shengju Zhou, Lin Wang, Mengjun Chen, Baoyong Liu, Xiaofeng Sun, Meirong Cai, Hongguang Li. Superstructures with diverse morphologies and highly ordered fullerene C 60 arrays from 1 : 1 and 2 : 1 adamantane–C 60 hybrid molecules. Nanoscale 2017, 9 (42) , 16375-16385. https://doi.org/10.1039/C7NR06112A
  45. Sammual Yu-Lut Leung, Sloane Evariste, Christophe Lescop, Muriel Hissler, Vivian Wing-Wah Yam. Supramolecular assembly of a phosphole-based moiety into nanostructures dictated by alkynylplatinum( ii ) terpyridine complexes through non-covalent Pt⋯Pt and π–π stacking interactions: synthesis, characterization, photophysics and self-assembly behaviors. Chemical Science 2017, 8 (6) , 4264-4273. https://doi.org/10.1039/C7SC00041C
  46. Alejandro Méndez-Ardoy, Nagula Markandeya, Xuesong Li, Yu-Tang Tsai, Gilles Pecastaings, Thierry Buffeteau, Victor Maurizot, Luca Muccioli, Frédéric Castet, Ivan Huc, Dario M. Bassani. Multi-dimensional charge transport in supramolecular helical foldamer assemblies. Chemical Science 2017, 8 (10) , 7251-7257. https://doi.org/10.1039/C7SC03341A
  47. Elisha G. V. Tiu, Korinne Liosi, Safwan Aroua, Yoko Yamakoshi. Micelle vs. vesicle formation controlled by distal functionalization of C 60 –PEG conjugates. Journal of Materials Chemistry B 2017, 5 (32) , 6676-6680. https://doi.org/10.1039/C7TB00829E
  48. Yonggui Wang, Jia Tian, Xu Deng, Longquan Chen, Sabine Rosenfeldt, Stephan Förster, Philipp Vana, Kai Zhang. Polymeric Flaky Nanostructures from Cellulose Stearoyl Esters for Functional Surfaces. Advanced Materials Interfaces 2016, 3 (23) , 1600636. https://doi.org/10.1002/admi.201600636
  49. Safwan Aroua, Elisha Gabrielle V. Tiu, Takashi Ishikawa, Yoko Yamakoshi. Well‐Defined Amphiphilic C 60 ‐ PEG Conjugates: Water‐Soluble and Thermoresponsive Materials. Helvetica Chimica Acta 2016, 99 (10) , 805-813. https://doi.org/10.1002/hlca.201600171
  50. Hongyu Guo, Mingguang Zhu, Zusheng Wang, Fafu Yang. Triphenylene–perylene–triphenylene triads with bay-substituents: synthesis, mesomorphism, and electron transfer properties. Tetrahedron Letters 2016, 57 (37) , 4191-4195. https://doi.org/10.1016/j.tetlet.2016.08.004
  51. Vishnu Sukumaran Nair, Rahul Dev Mukhopadhyay, Akinori Saeki, Shu Seki, Ayyappanpillai Ajayaghosh. A π-gel scaffold for assembling fullerene to photoconducting supramolecular rods. Science Advances 2016, 2 (9) , e1600142. https://doi.org/10.1126/sciadv.1600142
  52. Cheng Peng, Yibin Zhang, Yifan Zhang, Yanyong Hu, Yanke Che, Jincai Zhao. Highly Fluorescent Nanotubes with Tunable Diameter and Wall Thickness Self-Assembled from Asymmetric Perylene Diimides. Small 2016, 12 (32) , 4363-4369. https://doi.org/10.1002/smll.201601073
  53. Sammual Yu-Lut Leung, Keith Man-Chung Wong, Vivian Wing-Wah Yam. Self-assembly of alkynylplatinum(II) terpyridine amphiphiles into nanostructures via steric control and metal–metal interactions. Proceedings of the National Academy of Sciences 2016, 113 (11) , 2845-2850. https://doi.org/10.1073/pnas.1601673113
  54. Haridas Kar, Dominik W. Gehrig, Naveen Kumar Allampally, Gustavo Fernández, Frédéric Laquai, Suhrit Ghosh. Cooperative supramolecular polymerization of an amine-substituted naphthalene-diimide and its impact on excited state photophysical properties. Chemical Science 2016, 7 (2) , 1115-1120. https://doi.org/10.1039/C5SC03462K
  55. Wei-Wei Liang, Chi-Feng Huang, Kuan-Yi Wu, San-Lien Wu, Shu-Ting Chang, Yen-Ju Cheng, Chien-Lung Wang. Flat-on ambipolar triphenylamine/C 60 nano-stacks formed from the self-organization of a pyramid-sphere-shaped amphiphile. Chemical Science 2016, 7 (4) , 2768-2774. https://doi.org/10.1039/C5SC04242A
  56. Shengju Zhou, Yongqiang Feng, Mengjun Chen, Qian Li, Baoyong Liu, Jiamei Cao, Xiaofeng Sun, Hongguang Li, Jingcheng Hao. Robust onionlike structures with magnetic and photodynamic properties formed by a fullerene C 60 –POM hybrid. Chemical Communications 2016, 52 (82) , 12171-12174. https://doi.org/10.1039/C6CC06492B
  57. Yiming Xiao, Xiaolu Su, Lydia Sosa-Vargas, Emmanuelle Lacaze, Benoît Heinrich, Bertrand Donnio, David Kreher, Fabrice Mathevet, André-Jean Attias. Chemical engineering of donor–acceptor liquid crystalline dyads and triads for the controlled nanostructuration of organic semiconductors. CrystEngComm 2016, 18 (25) , 4787-4798. https://doi.org/10.1039/C6CE00365F
  58. V. Siva Rama Krishna, Mousumi Samanta, Suman Pal, N. P. Anurag, Subhajit Bandyopadhyay. . Organic & Biomolecular Chemistry 2016,,, 5744. https://doi.org/10.1039/C6OB00101G
  59. Santosh P. Goskulwad, Duong Duc La, Rajesh S. Bhosale, Mohammad Al Kobaisi, Sheshanath V. Bhosale, Sidhanath V. Bhosale. Golf ball-like architecture fabricated by supramolecular self-assembly of naphthalene diimide. RSC Adv. 2016, 6 (45) , 39392-39395. https://doi.org/10.1039/C6RA06927D
  60. Rajesh S Bhosale, Mohammad Al Kobaisi, Sidhanath V. Bhosale, Suresh Bhargava, Sheshanath V. Bhosale. Flower-like supramolecular self-assembly of phosphonic acid appended naphthalene diimide and melamine. Scientific Reports 2015, 5 (1) https://doi.org/10.1038/srep14609
  61. Ke-Qing Zhao, Ling-Ling An, Xiao-Bo Zhang, Wen-Hao Yu, Ping Hu, Bi-Qin Wang, Jing Xu, Qing-Dao Zeng, Hirosato Monobe, Yo Shimizu, Benoît Heinrich, Bertrand Donnio. Highly Segregated Lamello-Columnar Mesophase Organizations and Fast Charge Carrier Mobility in New Discotic Donor-Acceptor Triads. Chemistry - A European Journal 2015, 21 (29) , 10379-10390. https://doi.org/10.1002/chem.201500889
  62. Peihua Zhu, Panpan Wang, Lingling Kan, Guoqiang Sun, Yan Zhang, Jinghua Yu. An enhanced photoelectrochemical immunosensing platform: Supramolecular donor–acceptor arrays by assembly of porphyrin and C 60. Biosensors and Bioelectronics 2015, 68 , 604-610. https://doi.org/10.1016/j.bios.2015.01.050
  63. Feng Liu, Yuan Zhang, Lei Xu, Weian Zhang. Morphology-Controlled Self-Assembly of an Organic/Inorganic Hybrid Porphyrin Derivative Containing Polyhedral Oligomeric Silsesquioxane (POSS). Chemistry - A European Journal 2015, 21 (14) , 5540-5547. https://doi.org/10.1002/chem.201405334
  64. Yanbing Guo, Liang Xu, Huibiao Liu, Yongjun Li, Chi-Ming Che, Yuliang Li. Self-Assembly of Functional Molecules into 1D Crystalline Nanostructures. Advanced Materials 2015, 27 (6) , 985-1013. https://doi.org/10.1002/adma.201403846
  65. Peihua Zhu, Lingling Kan, Xinyu Han, Jijun Feng, Jingna Jia, Xiaomei Zhang. Organic nanostructures with controllable morphology fabricated from ferrocene–porphyrin derivatives: Effect of metal-ligand coordination on the morphology, dimension and nonlinear optical properties. Dyes and Pigments 2015, 113 , 55-60. https://doi.org/10.1016/j.dyepig.2014.07.009
  66. Bin Liu, Hongyun Fang, Xiaofang Li, Wenting Cai, Lipiao Bao, Marc Rudolf, Fabian Plass, Louzhen Fan, Xing Lu, Dirk M. Guldi. Synthesis and Photophysical Properties of a Sc 3 [email protected] 80 -Corrole Electron Donor-Acceptor Conjugate. Chemistry - A European Journal 2015, 21 (2) , 746-752. https://doi.org/10.1002/chem.201405572
  67. Benedict Kemper, Yana R. Hristova, Sebastian Tacke, Linda Stegemann, Laura S. van Bezouwen, Marc C. A. Stuart, Jürgen Klingauf, Cristian A. Strassert, Pol Besenius. Facile synthesis of a peptidic Au( i )-metalloamphiphile and its self-assembly into luminescent micelles in water. Chemical Communications 2015, 51 (25) , 5253-5256. https://doi.org/10.1039/C4CC03868A
  68. Alberto Insuasty, Carmen Atienza, Juan Luis López, Nazario Martín. Supramolecular pentapeptide-based fullerene nanofibers: effect of molecular chirality. Chemical Communications 2015, 51 (52) , 10506-10509. https://doi.org/10.1039/C5CC01991E
  69. Yong Chen, Di Zhao, Yu Liu. Polysaccharide–porphyrin–fullerene supramolecular conjugates as photo-driven DNA cleavage reagents. Chemical Communications 2015, 51 (61) , 12266-12269. https://doi.org/10.1039/C5CC04625D
  70. Se Hye Kim, Jon R. Parquette. 1D Self-assembly of Terthiophene (3T)–Naphthalenediimide (NDI) Dyad. Chemistry Letters 2014, 43 (10) , 1634-1636. https://doi.org/10.1246/cl.140586
  71. Sabina Pisarek, Ksenia Maximova, Dorota Gryko. Strategies toward the synthesis of amphiphilic porphyrins. Tetrahedron 2014, 70 (38) , 6685-6715. https://doi.org/10.1016/j.tet.2014.05.090
  72. Sukumaran Santhosh Babu, Davide Bonifazi. Self-Organization of Polar Porphyrinoids. ChemPlusChem 2014, 79 (7) , 895-906. https://doi.org/10.1002/cplu.201402047
  73. Dong Shi, Christian Schwall, George Sfintes, Erling Thyrhaug, Peter Hammershøj, Marite Cárdenas, Jens B. Simonsen, Bo W. Laursen. Counterions Control Whether Self-Assembly Leads to Formation of Stable and Well-Defined Unilamellar Nanotubes or Nanoribbons and Nanorods. Chemistry - A European Journal 2014, 20 (23) , 6853-6856. https://doi.org/10.1002/chem.201402523
  74. Khanh Hy Le Ho, Stéphane Campidelli. Synthesis and self-assembly properties of fulleropyrrolidine prepared by Prato reaction. Advances in Natural Sciences: Nanoscience and Nanotechnology 2014, 5 (2) , 025008. https://doi.org/10.1088/2043-6262/5/2/025008
  75. Shibaji Basak, Sumantra Bhattacharya, Ayan Datta, Arindam Banerjee. Charge-Transfer Complex Formation in Gelation: The Role of Solvent Molecules with Different Electron-Donating Capacities. Chemistry - A European Journal 2014, 20 (19) , 5721-5726. https://doi.org/10.1002/chem.201303889
  76. Jiaheng He, Lipeng Yan, Guoping Liu, Zongping Ma, Shunzhong Luo, Songhua He, Qiang Guo, Jingbo Lan, Di Wu. Synthesis of Water-Soluble Cyclen-Functionalised Fullerene C 60 Derivatives. Journal of Chemical Research 2014, 38 (4) , 251-253. https://doi.org/10.3184/174751914X13945582435462
  77. Vladimir V. Roznyatovskiy, Raanan Carmieli, Scott M. Dyar, Kristen E. Brown, Michael R. Wasielewski. Photodriven Charge Separation and Transport in Self-Assembled Zinc Tetrabenzotetraphenylporphyrin and Perylenediimide Charge Conduits. Angewandte Chemie 2014, 126 (13) , 3525-3529. https://doi.org/10.1002/ange.201309335
  78. Vladimir V. Roznyatovskiy, Raanan Carmieli, Scott M. Dyar, Kristen E. Brown, Michael R. Wasielewski. Photodriven Charge Separation and Transport in Self-Assembled Zinc Tetrabenzotetraphenylporphyrin and Perylenediimide Charge Conduits. Angewandte Chemie International Edition 2014, 53 (13) , 3457-3461. https://doi.org/10.1002/anie.201309335
  79. K. Venkata Rao, Krishnendu Jalani, K. Jayaramulu, Umesha Mogera, Tapas Kumar Maji, Subi J. George. Charge-Transfer Nanostructures through Noncovalent Amphiphilic Self-Assembly: Extended Cofacial Donor-Acceptor Arrays. Asian Journal of Organic Chemistry 2014, 3 (2) , 161-169. https://doi.org/10.1002/ajoc.201300229
  80. Qifan Yan, Zhouyang Luo, Kang Cai, Yuguo Ma, Dahui Zhao. Chemical designs of functional photoactive molecular assemblies. Chem. Soc. Rev. 2014, 43 (12) , 4199-4221. https://doi.org/10.1039/C3CS60375J
  81. Benjamin M. Schulze, Nathan T. Shewmon, Jing Zhang, Davita L. Watkins, John P. Mudrick, Weiran Cao, Raghida Bou Zerdan, Anthony J. Quartararo, Ion Ghiviriga, Jiangeng Xue, Ronald K. Castellano. Consequences of hydrogen bonding on molecular organization and charge transport in molecular organic photovoltaic materials. J. Mater. Chem. A 2014, 2 (5) , 1541-1549. https://doi.org/10.1039/C3TA13529B
  82. Vishnu Sukumaran Nair, Yogita Pareek, Venugopal Karunakaran, Mangalampalli Ravikanth, Ayyappanpillai Ajayaghosh. Cyclotriphosphazene appended porphyrins and fulleropyrrolidine complexes as supramolecular multiple photosynthetic reaction centers: steady and excited states photophysical investigation. Physical Chemistry Chemical Physics 2014, 16 (21) , 10149. https://doi.org/10.1039/c3cp54269f
  83. Jiang Peng, Feng Zhai, Xinyan Guo, Xinpeng Jiang, Yuguo Ma. Self-assembly and phase separation of amphiphilic dyads based on 4,7-bis(2-thienyl)benzothiodiazole and perylene diimide. RSC Advances 2014, 4 (25) , 13078. https://doi.org/10.1039/c3ra47633b
  84. Tobias A. Schaub, Milan Kivala. Cross-Coupling Reactions to sp Carbon Atoms. 2013,,, 665-762. https://doi.org/10.1002/9783527655588.ch9
  85. , , . Metal-Catalyzed Cross-Coupling Reactions and More. 2014,,https://doi.org/
  86. M. B. Avinash, Pralok K. Samanta, K. V. Sandeepa, Swapan K. Pati, T. Govindaraju. Molecular Architectonics of Stereochemically Constrained π-Complementary Functional Modules. European Journal of Organic Chemistry 2013, 2013 (26) , 5838-5847. https://doi.org/10.1002/ejoc.201300677
  87. Khanh-Hy Le Ho, Ismail Hijazi, Lucie Rivier, Christelle Gautier, Bruno Jousselme, Gustavo de Miguel, Carlos Romero-Nieto, Dirk M. Guldi, Benoit Heinrich, Bertrand Donnio, Stéphane Campidelli. Host-Guest Complexation of [60]Fullerenes and Porphyrins Enabled by “Click Chemistry”. Chemistry - A European Journal 2013, 19 (34) , 11374-11381. https://doi.org/10.1002/chem.201300793
  88. Siyu Tu, Se Hye Kim, Jojo Joseph, David A. Modarelli, Jon R. Parquette. Proton-Coupled Self-Assembly of a Porphyrin-Naphthalenediimide Dyad. ChemPhysChem 2013, 14 (8) , 1609-1617. https://doi.org/10.1002/cphc.201300023
  89. Chien-Lung Wang, Wen-Bin Zhang, Xinfei Yu, Kan Yue, Hao-Jun Sun, Chih-Hao Hsu, Chain-Shu Hsu, Jojo Joseph, David A. Modarelli, Stephen Z. D. Cheng. Facile Synthesis and Photophysical Properties of Sphere-Square Shape Amphiphiles Based on Porphyrin-[60]Fullerene Conjugates. Chemistry - An Asian Journal 2013, 8 (5) , 947-955. https://doi.org/10.1002/asia.201201089
  90. Zhi-Qiang Li, Ying-Ming Zhang, Dong-Sheng Guo, Hong-Zhong Chen, Yu Liu. Supramolecular Assembly with Multiple Preorganised π-Electronic Cages. Chemistry - A European Journal 2013, 19 (1) , 96-100. https://doi.org/10.1002/chem.201203575
  91. Rohan J. Kumar, Quentin I. Churches, Jegadesan Subbiah, Akhil Gupta, Abdelsalem Ali, Richard A. Evans, Andrew B. Holmes. Enhanced photovoltaic efficiency via light-triggered self-assembly. Chemical Communications 2013, 49 (58) , 6552. https://doi.org/10.1039/c3cc43841d
  92. Adam D. Darwish. Fullerenes. Annual Reports Section "A" (Inorganic Chemistry) 2013, 109 , 436. https://doi.org/10.1039/c3ic90012f
  93. Giuseppe Sforazzini, Raluca Turdean, Naomi Sakai, Stefan Matile. Double-channel photosystems with antiparallel redox gradients: templated stack exchange with porphyrins and phthalocyanines. Chemical Science 2013, 4 (4) , 1847. https://doi.org/10.1039/c3sc00041a
  94. Akinori SAEKI. Direct Evaluation of Organic Photovoltaic Performance by Xe-flash Time-Resolved Microwave Conductivity. KOBUNSHI RONBUNSHU 2013, 70 (8) , 370-385. https://doi.org/10.1295/koron.70.370
  95. Rohan J Kumar, Jegadesan Subbiah, Andrew B Holmes. Enhancement of efficiency in organic photovoltaic devices containing self-complementary hydrogen-bonding domains. Beilstein Journal of Organic Chemistry 2013, 9 , 1102-1110. https://doi.org/10.3762/bjoc.9.122
  96. Oriol Penon, Filippo Marsico, Davide Santucci, Laura Rodríguez, David B. Amabilino, Lluïsa Pérez-García. Multiply biphenyl substituted zinc(II) porphyrin and phthalocyanine as components for molecular materials. Journal of Porphyrins and Phthalocyanines 2012, 16 (12) , 1293-1302. https://doi.org/10.1142/S1088424612501453
  97. K. Venkata Rao, Subi J. George. Supramolecular Alternate Co-Assembly through a Non-Covalent Amphiphilic Design: Conducting Nanotubes with a Mixed D-A Structure. Chemistry - A European Journal 2012, 18 (45) , 14286-14291. https://doi.org/10.1002/chem.201202168
  98. Gabriele Giancane, Victor Borovkov, Yoshihisa Inoue, Ludovico Valli. Conformational switching in bis(zinc porphyrin) Langmuir–Schaefer film as an effective tool for selectively sensing aromatic amines. Journal of Colloid and Interface Science 2012, 385 (1) , 282-284. https://doi.org/10.1016/j.jcis.2012.06.081
  99. Yohei Yamamoto. Programmed self-assembly of large π -conjugated molecules into electroactive one-dimensional nanostructures. Science and Technology of Advanced Materials 2012, 13 (3) , 033001. https://doi.org/10.1088/1468-6996/13/3/033001
  100. Hiroshi Imahori, Tomokazu Umeyama, Kei Kurotobi, Yuta Takano. Self-assembling porphyrins and phthalocyanines for photoinduced charge separation and charge transport. Chemical Communications 2012, 48 (34) , 4032. https://doi.org/10.1039/c2cc30621b

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