Thermal E/ Z Isomerization in First Generation Molecular Motors

J Org Chem. 2018 Apr 20;83(8):4800-4804. doi: 10.1021/acs.joc.7b03264. Epub 2018 Mar 30.

Abstract

Determination of a thermal E/ Z isomerization barrier of first generation molecular motors is reported. Stable ( E)-1a directly converts to stable ( Z)-1c without photochemical E/ Z isomerization. The activation Gibbs energy of the isomerization was determined to be 123 kJ mol-1 by circular dichroism spectral changes. Density functional theory calculations show that ( Z)-1c is ∼11.4 kJ mol-1 more stable than ( E)-1a.

Publication types

  • Research Support, Non-U.S. Gov't