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

Abstract

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.