Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Synthesis and Properties of a Bismethano-bridged Bisdehydro[21]annulenone. Conformation in Solution and in the Crystalline State
Hiroyuki HiguchiSeiken KiyotoChiaki SakonNaoki HiraiwaKaori AsanoJuro OjimaKatsuya InoueGaku Yamamoto
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1994 Volume 23 Issue 12 Pages 2291-2294

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Abstract

A bismethano-bridged bisdehydro[21]annulenone, tricyclo[15.4.1.16,11]tricosa-6,8,10,12,15,17,19,21-octaene-2,4-diyn-14-one, was synthesized. X-ray crystallography reveals the syn orientation of the two methano bridges. Two conformers are present in solution in a 97:3 ratio, the major isomer being the one existing in the crystalline state. Paratropicity of this compound in CDCl3 and in CF3CO2D is discussed.

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© 1994 The Chemical Society of Japan
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