Synthesis and characterizations of meso-disubstituted asymmetric porphycenes

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• 作者：Masatsugu Taneda ; Akihiro Tanaka ; Hisashi Shimakoshi ; Atsushi Ikegami ; Koichi Hashimoto ; Masaaki Abe ; Yoshio Hisaeda
• 关键词：Asymmetric porphycenes ; meso-Substitution ; Acetoxylation ; Nitration ; Optical properties
• 刊名：Tetrahedron Letters
• 出版年：2013
• 出版时间：16 October, 2013
• 年：2013
• 卷：54
• 期：42
• 页码：5727-5729
• 全文大小：452 K

文摘

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.