Catalytic access to thermodynamically less stable Z-alkenes has recently received considerable attention. These approaches have relied upon kinetic control of the reaction to arrive at the thermodynamically less stable geometrical isomer. Herein, we present an orthogonal approach which proceeds via photochemically catalyzed isomerization of the thermodynamic E-alkene to the less stable Z-isomer which occurs via a photochemical pumping mechanism. We consider two potentialmechanisms. Importantly, the reaction conditions are mild, tolerant, and operationally simple and will be easily implemented.

Facile synthesis of Z-alkenes via uphill catalysis

248th National Meeting (2014)

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