The Journal of Organic Chemistry

Photochemical reactions of aromatic compounds. 35. Photo-Birch reduction of arenes with sodium borohydride in the presence of dicyanobenzene

M Yasuda, C Pac, H Sakurai

Index: Yasuda, Masahide; Pac, Chyongjin; Sakurai, Hiroshi Journal of Organic Chemistry, 1981 , vol. 46, # 4 p. 788 - 792

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Citation Number: 44

Abstract

Birch-type reduction of phenanthrene, anthracene, naphthalene, and several substituted naphthalenes efficiently occurs upon irradiation of 9 1 acetonitrile-water solutions in the presence of sodium borohydride and m-or p-dicyanobenzene. The reduction produds of phenanthrene and anthracene are the respective g, lO-dihydroarenes, whereas naphthalene, 2, 6-dimethylnaphthalene, acenaphthene, and 2-methoxynaphthalene are ...

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