Facile formation of acenaphtho [1, 2-a] pyrene structures by thermal isomerization of bis (8-ethynyl-1-naphthyl) ethynes

S Toyota, K Kaneko, M Kurokawa, K Wakamatsu

Index: Toyota, Shinji; Kaneko, Keiko; Kurokawa, Megumi; Wakamatsu, Kan Tetrahedron Letters, 2006 , vol. 47, # 41 p. 7349 - 7352

Full Text: HTML

Citation Number: 4

Abstract

The title 1, 8-naphthylene–ethynylene compounds underwent thermal isomerization into acenaphtho [1, 2-a] pyrene derivatives, and the structure of the new polycyclic aromatic system was established by X-ray analysis. The mechanism of the isomerization is explained in terms of sequential cyclization reactions via biradical intermediates followed by hydrogen migration.