Synthesis and characterizations of meso-disubstituted asymmetric porphycenes |
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| Authors: | Masatsugu Taneda Akihiro Tanaka Hisashi Shimakoshi Atsushi Ikegami Koichi Hashimoto Masaaki Abe Yoshio Hisaeda |
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| Institution: | 1. Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, 744 Moto-oka, Nishi-ku, Fukuoka 819-0395, Japan;2. Synthesis Research Department, Chemical Research Laboratory, Nissan Chemical Industries, Ltd, Funabashi 274-8507, Japan;3. Center for Molecular Systems (CMS), Kyushu University, 744 Moto-oka, Nishi-ku, Fukuoka 819-0395, Japan |
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| Abstract: | A post-synthetic method has been developed to synthesize novel asymmetric porphycenes bearing two different substituents on the meso-positions. Nitration of 9-acetoxy-2,7,12,17-tetra-n-propylporphycene with AgNO3 in CH3COOH/CH2Cl2 occurs regioselectively at the 19-position of the macrocycle to give 9-acetoxy-19-nitro-2,7,12,17-tetra-n-propylporphycene (3a) which was readily converted to 9-acetoxy-19-amino-2,7,12,17-tetra-n-propylporphycene (4a) by the reduction with SnCl2 in pyridine. |
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| Keywords: | Asymmetric porphycenes meso-Substitution Acetoxylation Nitration Optical properties |
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