Effect of Through-Space Interaction on the Photolytic Desulfurization or Deselenization and Intramolecular Cyclization Reactions of 1, 9-Disubstituted …

T Kimura, Y Ishikawa, K Ueki, Y Horie…

Index: Kimura, Takeshi; Ishikawa, Yasuhiro; Ueki, Kensaku; Horie, Yoji; Farukawa, Naomichi Journal of Organic Chemistry, 1994 , vol. 59, # 23 p. 7117 - 7124

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Citation Number: 16

Abstract

1, g-Dithia and 1, g-diselena substituents in dibenzochalcogenophenes 1 are in close proximity within the van der Waals SS and Se-Se contacts and hence have a strong through- space interaction. Photolysis of the compounds 1 with a 400 W high-pressure mercury lamp in benzene produces triphenyleno [4, 5-bcdlchalcogenophenes 2 and tribenzo [bc, e, hil [2, 7ldichalcogenaazulenes 3 in high yields, except for the dibenzofuran derivative, via ...

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