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Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow

Version 2 2024-06-04, 05:41
Version 1 2021-10-20, 08:42
journal contribution
posted on 2024-06-04, 05:41 authored by DJ Van As, Tim ConnellTim Connell, M Brzozowski, AD Scully, A Polyzos
A visible-light photocalytic method for the chemoselective transfer hydrogenation of imines in batch and continuous flow is described. The reaction utilizes Et3N as both hydrogen source and single-electron donor, enabling the selective reduction of imines derived from diarylketimines containing other reducible functional groups including nitriles, halides, esters, and ketones. The dual role of Et3N was confirmed by fluorescence quenching measurements, transient absorption spectroscopy, and deuterium-labeling studies. Continuous-flow processing facilitates straightforward scale-up of the reaction.

History

Journal

Organic Letters

Volume

20

Pagination

905-908

Location

Washington, D.C.

ISSN

1523-7060

eISSN

1523-7052

Language

English

Publication classification

C1.1 Refereed article in a scholarly journal

Issue

4

Publisher

American Chemical Society