HETEROCYCLES

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■ Synthesis and Stereochemical Analysis of Planar Chiral Nine-Membered Aza-Orthocyclophyne

Yuuya Kawasaki, Sumire Tanaka, Kazunobu Igawa, and Katsuhiko Tomooka*

*Institute for Materials Chemistry and Engineering, Department of Molecular and Material Sciences, and IRCCS Kyushu University, Kasuga, Fukuoka 816-8580, Japan

Abstract

Aza-orthocyclophyne 3b with an oxy-substituent on the 16 position of the benzene ring was synthesized, and it was revealed that the stereochemical stability of 3b is consistent with the order of 1,3-steric repulsion between the C2 methylene protons and the oxy-substituent.