The synthesis of unsymmetrically substituted triphenylenes through controlled construction of the core and subsequent aromatic substitution reactions – a perspective and update

Abstract

George Gray was enthusiastic about the emergence and scientific developments in the field of discotic liquid crystals, taking particular interest in our early work to develop new synthetic methods to widen the area. In this article, an overview of the strength and versatility of the synthetic chemistry is presented, along with two updates. The first describes a simple modification that allows easy preparation of 2,3-dialkoxytriphenylene without overreaction, and the second highlights another unexpected synthesis outcome where bromination and nitration of a tetra-alkoxytriphenylene precursor leads to two different regiochemical outcomes.

Keywords:

• George Gray
• triphenylenes
• discotics
• synthesis
• functionalisation

Acknowledgement

We thank the EPSRC Mass Spectrometry Service (Swansea).

Additional information

Funding

We thank INTERREG IVA [IS:CE 4061 and AI Chem Channel 4196] for financial support.