The Journal of organic chemistry

N-Methyl-Substituted Aza [1 n] metacyclophane: Preparation, Structure, and Properties

A Ito, Y Ono, K Tanaka

Index: Ito, Akihiro; Ono, Yukiharu; Tanaka, Kazuyoshi Journal of Organic Chemistry, 1999 , vol. 64, # 22 p. 8236 - 8241

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Citation Number: 92

Abstract

A series of aza [1 n] metacyclophanes (n= 3-8), which correspond to the cyclic oligomers of poly (m-aniline), are obtained in one step by a Pd (0)-catalyzed amination reaction of 3- bromo-N-methylaniline. The most stable conformations of the cyclic trimer and tetramer are determined by density functional calculations. The theoretical results show that these new macrocyclic compounds can be regarded as precursors for cyclophane-based high-spin ...