Photoresponsive Azobenzene-Functionalized Shell Cross-Linked Micelles for Selective Asymmetric Transfer Hydrogenation.

Org Lett

Molecular Design Institute and Department of Chemistry, New York University, New York, New York 10003, United States.

Published: June 2022

We describe the substrate-selective asymmetric transfer hydrogenation of aromatic ketones using rhodium complexes immobilized on a photoresponsive nanoreactor. The nanoreactor switches its morphology upon light irradiation in a wavelength-selective manner. Kinetic studies show that the gated behavior in the cross-linking layer is key to discriminating among substrates and reagents during catalysis. Under ultraviolet light irradiation, the nanoreactor displays substrate selectivity, converting smaller ketone substrates faster to the corresponding secondary alcohols.

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http://dx.doi.org/10.1021/acs.orglett.2c00925DOI Listing

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