Versatile Synthesis of Unsymmetrically Substituted Triphenylenes

Neville Boden; Richard J. Bushby; Andrew N. Cammidge; Gareth Headdock

doi:10.1055/s-1995-3853

Synthesis 1995; 1995(1): 31-32
DOI: 10.1055/s-1995-3853

short paper

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Versatile Synthesis of Unsymmetrically Substituted Triphenylenes

Neville Boden^* , Richard J. Bushby¹ , Andrew N. Cammidge¹ , Gareth Headdock¹

^*School of Chemistry and the Centre for Self-Organising Molecular Systems, University of Leeds, Leeds LS2 9JT, England

Abstract

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Oxidative coupling of 3,3’,4,4’-tetrahexyloxybiphenyl and a benzene derivative using iron(III) chloride, followed by a reductive workup with methanol, provides an easy, versatile synthesis of unsymmetrically substituted triphenylenes. These molecules are essential requisites for the production of new discotic liquid crystals and include systems with α-substituents and other substitution patterns previously impossible to obtain.

This reaction provides a flexible route to unsymmetrical triphenylenes.

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