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Title: Synthesis of triphenylene and dibenzopyrene derivatives: vanadium oxytrichloride a novel reagent
Authors: Kumar, Sandeep
Varshney, S.K.
Keywords: triphenylene
vanadium oxytrichloride
oxidative coupling
discotic liquid crystals
Issue Date: 2001
Publisher: Thieme Publishing
Citation: Synthesis, 2001, p305-311
Abstract: This paper presents an efficient synthetic procedure for the preparation of various triphenylene and dibenzopyrene derivatives using VOCl3 as a novel reagent. Symmetrically substituted hexaalkoxytriphenylenes are obtained from o-dialkoxybenzenes by oxidative trimerization with VOCl3 in high yields. The oxidative coupling of a 3,3’,4,4’-tetraalkoxybiphenyl and 1,2-dialkoxybenzenes or 1,2,3-trialkoxybenzenes affords unsymmetrically substituted derivatives of triphenylene. The reagent oxidizes 3,3’,4,4’- tetraalkoxybiphenyl efficiently to 2,5,6,9,12,13-hexaalkoxydibenzo[ fg,op]naphthacene-1,8-quinone and its 1,10-quinone isomer. Both the quinones can be converted to liquid crystalline derivatives using well-established chemistry. Effects of solvent, reagent concentration, acid catalyst and temperature have been studied.
Description: Restricted Access.
ISSN: 0039-7881
1437-210X (Online)
Copyright: 2001 Thieme Publishing
Appears in Collections:Research Papers (SCM)

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