Selective E to Z isomerization of 1,3-Dienes Enabled by A Dinuclear Mechanism

Eiji Kudo, Kota Sasaki, Shiori Kawamata, Koji Yamamoto and Tetsuro Murahashi ()
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Eiji Kudo: Tokyo Institute of Technology
Kota Sasaki: Tokyo Institute of Technology
Shiori Kawamata: Institute for Molecular Science
Koji Yamamoto: Tokyo Institute of Technology
Tetsuro Murahashi: Tokyo Institute of Technology

Nature Communications, 2021, vol. 12, issue 1, 1-8

Abstract: Abstract The E/Z stereocontrol in a C=C bond is a fundamental issue in olefin synthesis. Although the thermodynamically more stable E geometry is readily addressable by thermal Z to E geometric isomerization through equilibrium, it has remained difficult to undergo thermal geometric isomerization to the reverse E to Z direction in a selective manner, because it requires kinetic trapping of Z-isomer with injection of chemical energy. Here we report that a dinuclear PdI−PdI complex mediates selective isomerization of E-1,3-diene to its Z-isomer without photoirradiation, where kinetic trapping is achieved through rational sequences of dinuclear elementary steps. The chemical energy required for the E to Z isomerization can be injected from an organic conjugate reaction through sharing of common Pd species.

Date: 2021
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Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:12:y:2021:i:1:d:10.1038_s41467-021-21720-4

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DOI: 10.1038/s41467-021-21720-4

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