A convenient synthesis method of 3,6-dihydroxy-2,7,10,11-tetrapentyloxytriphenylene from 4,4′-dihydroxybiphenyl with high yield

Abstract

A convenient method for preparing of 3,6-dihydroxy-2,7,10,11-tetrapentyloxytriphenylene was developed recently. The synthesis started from 4,4’-dihydroxybiphenyl and 3,6-dihydroxy-2,7,10,11-tetrapentyloxytriphenylene was synthesised in five mild reaction steps. In this method, very high temperature and rigorous processing conditions of Ullmann coupling in conventional methods can be avoided. Total reaction yield in our newly developed approach reached up to 24.7%, which is twice than that obtained in earlier reports.

Keywords:

• asymmetric triphenylene
• functionalised triphenylene
• discotic liquid crystal
• columnar phase
• triphenylene synthesis

Funding

This work is support by the fund from Beijing Natural Science Foundation, China [grant number 4122027]; Beijing Municipal Education Commission Project [grant number KM2011 100 15003]; the Key (Key grant) Project of Chinese Ministry of Education [grant number 211004]; Beijing Municipal party committee organisation department project [grant number 2010D0 05004000 006] and the Importation and Development of High-Caliber Talents Project of Beijing Municipal Institutions (CIT&TCD201304123).