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Strain-Inducing Positional Alkene Isomerization

Vignesh Palani and Alison E. Wendlandt*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States, Email: awendlanmit.edu

V. Palani, A. E. Wendlandt, J. Am. Chem. Soc., 2023, 145, 20053-20061.

DOI: 10.1021/jacs.3c06935


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Abstract

A strain-inducing positional alkene isomerization reaction provides mild and selective access to cyclobutene building blocks from readily obtained cyclobutylidene precursors. This endergonic isomerization relies on the sequential and synergistic action of a decatungstate polyanion photocatalyst and cobaloxime co-catalyst to store potential energy in the form of ring strain.

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proposed reaction pathway



Key Words

cyclobutenes, isomerizations of alkenes, photochemistry


ID: J48-Y2023