Issue 21, 2021

Origins of ligand-controlled diastereoselectivity in dirhodium-catalysed direct amination of aliphatic C(sp3)–H bonds

Abstract

The mechanism and origins of ligand-controlled stereoselectivity of dirhodium (Rh2L4, L = OAc, S-tertPTTL)-catalysed intramolecular aliphatic C(sp3)–H aminations have been explored using DFT calculations. Both catalytic cycles occur via the formation of Rh2 = nitrene radical species, intramolecular H-abstraction and radical rebound. The origins of diastereoselectivity are revealed via distortion/interaction and noncovalent interaction analysis.

Graphical abstract: Origins of ligand-controlled diastereoselectivity in dirhodium-catalysed direct amination of aliphatic C(sp3)–H bonds

Supplementary files

Article information

Article type
Communication
Submitted
30 Aug 2021
Accepted
30 Sep 2021
First published
30 Sep 2021

Catal. Sci. Technol., 2021,11, 6960-6964

Origins of ligand-controlled diastereoselectivity in dirhodium-catalysed direct amination of aliphatic C(sp3)–H bonds

Q. Li, W. Liu and Y. Dang, Catal. Sci. Technol., 2021, 11, 6960 DOI: 10.1039/D1CY01583D

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