Triarylmethanols Bearing Bulky Aryl Groups and the NOESY/EXSY Experimental Observation of Two-ring-flip Mechanism for Helicity Reversal of Molecular Propellers

Overview

Journal European J Org Chem

Specialty Biochemistry

Date 2013 Dec 3

PMID 24294110

Citations 10

Authors

Victor M Tormyshev

Alexander M Genaev

Georgy E Salnikov

Olga Yu Rogozhnikova

Tatiana I Troitskaya

Dmitry V Trukhin

Victor I Mamatyuk

Dmitry S Fadeev

Howard J Halpern

Affiliations

Soon will be listed here.

Abstract

Triarylmethanols - the direct precursors of persistent trityl radicals - are racemic mixtures of chiral three-bladed molecular propellers. Depending on bulkiness of aryl groups they exhibit various liabilities to interconversion, the half- life time of room temperature racemization varying in a range between 8.4 hours and 1.32 years. NOESY/EXSY experiment performed on two representative models strongly supports the two-ring flip mechanism for the configurational interchange.

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