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Carbo[n]helicenes Restricted to Enantiomerize: An Insight into the Design Process of Configurationally Stable Functional Chiral PAHs.

Research paper by Prince P Ravat

Indexed on: 10 Oct '20Published on: 10 Oct '20Published in: Chemistry - A European Journal



Abstract

The most important stereodynamic feature of carbo[ n ]helicenes is the interconversion of their enantiomers. The Gibbs activation energy ( ∆G ‡ ( T )) of this process, which determines the rate of enantiomerization, dictates the configurational stability of [ n ]helicenes. High values of ∆G ‡ ( T ) are required for applications of functional chiral molecules incorporating [ n ]helicenes or helicene substructures. This minireview provides an overview of the mechanism, recent developments, and factors affecting the enantiomerization of [ n ]helicenes, which will accelerate the design process of configurationally stable functional chiral molecules based on helicene substructures. Additionally, this minireview addresses the misconception and irregularities in the recent literature on how the terms "racemization" and "enantiomerization" are used as well as how the activation parameters are calculated for [ n ]helicenes and related compounds. © 2020 Wiley-VCH GmbH.