Thermal E/Z Isomerization in First Generation Molecular Motors

By Shunsuke Kuwahara, Yuri Suzuki, Naoya Sugita, Mari Ikeda, Fumi Nagatsugi, Nobuyuki Harada, Yoichi Habata

May 22, 2018

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Title

Thermal E/Z Isomerization in First Generation Molecular Motors

Author

Shunsuke Kuwahara, Yuri Suzuki, Naoya Sugita, Mari Ikeda, Fumi Nagatsugi, Nobuyuki Harada, Yoichi Habata

Year

2018

Journal

The Journal of Organic Chemistry

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.

Full Article

https://pubs.acs.org/doi/abs/10.1021/acs.joc.7b03264

Instrument

J-820

Keywords

Circular dichroism, Cotton effect, Kinetics, Organic chemistry