Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Synthesis and Adiabatic Photochemistry of a 1,4-Difluorobenzene – Naphthalene Biplanemer
Hideki OkamotoMasaru KimuraKyosuke SatakeShiro Morosawa
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1993 Volume 66 Issue 8 Pages 2436-2439

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Abstract

A naphtalene-1,4-difluorobenzene biplanemer 1a has been prepared through the electrolytic oxidative didecarboxylation. The direct irradiation of 1a gave 1,4-difluorobenzene and excited naphthalene in both a singlet state (Φf = 0.098) and a triplet state (Φp = 0.029) at 77 K in EPA. In the triplet-sensitized reaction, the biplanemer 1a underwent intramolecular [2π+2π] cycloaddition to give a cage compound instead of the formation of the triplet naphthalene.

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© 1993 The Chemical Society of Japan
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