Issue 53, 2024

P(v)-bis(amidophenolate) ligand cooperation: stoichiometric C[double bond, length as m-dash]O-bond cleavage in aldehydes and ketones

Abstract

The cooperation between a geometrically constrained, highly electrophilic phosphorus(V) center, and an electronically rich tetradentate bis(amidophenolate) ligand enables the cleavage of the C[double bond, length as m-dash]O bond from typical aldehydes and ketones delivering iminio phosphoramidate species. The amphiphilic nature of these products, which is demonstrated through their reaction with typical Lewis acids and bases, enables their use as a mild source of silylium cations from silanes, allowing the selective reductive coupling of aldehydes to ethers under catalytic conditions.

Graphical abstract: P(v)-bis(amidophenolate) ligand cooperation: stoichiometric C [[double bond, length as m-dash]] O-bond cleavage in aldehydes and ketones

Supplementary files

Article information

Article type
Communication
Submitted
07 May 2024
Accepted
03 Jun 2024
First published
05 Jun 2024
This article is Open Access
Creative Commons BY license

Chem. Commun., 2024,60, 6745-6748

P(V)-bis(amidophenolate) ligand cooperation: stoichiometric C[double bond, length as m-dash]O-bond cleavage in aldehydes and ketones

S. B. H. Karnbrock, C. Golz and M. Alcarazo, Chem. Commun., 2024, 60, 6745 DOI: 10.1039/D4CC02202E

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