Synthesis of porphyrins bearing uracyl groups and their assembly induced by melamine derivatives |
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Authors: | Satoshi Arai Hiroki Ohshiro Hiroyuki Nishide Shinji Takeoka |
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Institution: | 1. Department of Applied Chemistry, Waseda University, 3‐4‐1 Okubo, Shinjuku‐ku, Tokyo 169‐8555, Japan;2. Department of Applied Chemistry, Waseda University, 3‐4‐1 Okubo, Shinjuku‐ku, Tokyo 169‐8555, JapanDepartment of Applied Chemistry, Waseda University, 3‐4‐1 Okubo, Shinjuku‐ku, Tokyo 169‐8555, Japan |
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Abstract: | Self‐assembled porphyrins via noncovalent bonding have attracted wide‐ranging researchers in material science. We reported herein the synthesis of the tetraphenyl porphyrin derivatives bearing uracyl groups as acceptor–donor–acceptor (ADA) type hydrogen bonding units, through the condensation of 5,10‐ or 5,15‐bis (3‐amino‐4‐ethylhexylphenyl) porphyrin derivatives with 6‐carboxyuracyl derivatives. When two porphyrins having uracyl groups at the different substituted positions were respectively mixed with a melamine derivative in benzene, 1H NMR spectra showed that the 5,15 substituted uracyl porphyrin formed a hydrogen‐bonded suprastructure with the melamine derivative as a complementary molecule to the uracyl moiety, although the other 5,10‐substituted uracylporphyrin could not form such a structure. The SEM observation indicated that the mixture with the 5,15‐substituted uracyl porphyrin and the melamine with long alkyl chains formed a sheet‐like structure. Copyright © 2007 John Wiley & Sons, Ltd. |
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Keywords: | biomimetic synthesis supramolecular structures |
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