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Air and water stable secondary phosphine oxides as diazaphospholene precatalysts

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Abstract

Air-stable secondary phosphine oxides (SPOs) are readily formed from diazaphospholene bromides. In the presence of pinacolborane, these SPOs are transformed into catalytically active diazaphospholene hydrides. A silyl triflate transforms the SPOs into phosphenium triflates. The use of diazaphospholene SPOs as reduction reaction precatalysts was validated by imine reduction, conjugate reduction, pyridine hydroboration, and asymmetric reduction.

Graphical abstract: Air and water stable secondary phosphine oxides as diazaphospholene precatalysts

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Article information


Submitted
10 Feb 2020
Accepted
04 Mar 2020
First published
04 Mar 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Air and water stable secondary phosphine oxides as diazaphospholene precatalysts

T. Lundrigan, C. Tien, K. N. Robertson and A. W. H. Speed, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC01072C

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