Research on Chemical Intermediates

Synthesis of 8-bromo-5, 12-tetracenequinone and 2-bromotetracene derivatives

C Kitamura, N Taka, T Kawase

Index: Kitamura, Chitoshi; Taka, Naohiro; Kawase, Takeshi Research on Chemical Intermediates, 2013 , vol. 39, # 1 p. 139 - 146

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Citation Number: 2

Abstract

Abstract A series of bromotetracenequinones 1 and bromotetracenes 2 were prepared from 4-bromophthalic anhydride. The parent tetracenequinone 1a and tetracene 2a were sparingly soluble in organic solvents. In contrast, dipropyl-substituted tetracenequinone 1b and tetracene 2b were a little more soluble. Preparation of dihexyl-substituted tetracene 2c proved to be difficult. Sonogashira coupling of 1b with trimethylsilylacetylene afforded the ...