Regioselective 1,2-Diamination of Aryl-Substituted 1,3-Dienes via Axial PPh 3 -Coordinated Dirhodium(II) Catalysis

Organic Letters 2026

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Authors: Li Zhang, Chuanyong Wang, Xinli Rong, Hui Jiang, Song Qin, Yuanhua Wang
DOI: 10.1021/acs.orglett.5c05444
Cited by: 1
References: 51

Abstract

Axial PPh 3 coordination enables the regioselective 1,2-diamination of aryl-substituted 1,3-dienes using dirhodium catalysis, employing N -fluorobenzenesulfonimide as the oxidant and nitrogen source. This base-free protocol proceeds via a PPh 3 -stabilized dirhodium(II,III) species, facilitating efficient nitrogen radical transfer via the trans effect. The method features broad functional group tolerance (35 examples, up to 91% yield) and gram-scale scalability. This work highlights the potential of axial electronic tuning as a general strategy for controlling reactivity in a dirhodium-catalyzed radical reaction.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Radical Photochemical Reactions Catalytic Cross-Coupling Reactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
6
Pages
2131–2136
Publication date
2 February 2026
Language
EN