Issue 52, 2023

Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C[double bond, length as m-dash]O bond olefination

Abstract

Herein we report the syntheses, structures and reactivity studies of two new monomeric alkali metal silylbenzyl complexes stabilised by a tetradentate amine ligand, tris[2-(dimethylamino)ethyl]amine (Me6Tren). The two complexes, namely [MR′(Me6Tren)] (R′: CH(Ph)(SiMe3)) (2-Li: M = Li; 2-Na: M = Na), exhibit significant different coordination modes according to their metal identity (Li: σ-coordination; Na: π-coordination). Reactivity studies of 2-Li and 2-Na reveal that they are efficient in promoting a widely-used class of organic functional group interconversion: C[double bond, length as m-dash]O bond olefination of ketones, aldehydes and amides, to produce tri-substituted internal alkenes.

Graphical abstract: Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C [[double bond, length as m-dash]] O bond olefination

Supplementary files

Article information

Article type
Communication
Submitted
20 Mar 2023
Accepted
25 May 2023
First published
30 May 2023
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2023,59, 8083-8086

Monomeric lithium and sodium silylbenzyl complexes: syntheses, structures, and C[double bond, length as m-dash]O bond olefination

J. Barker, N. Davison, P. G. Waddell and E. Lu, Chem. Commun., 2023, 59, 8083 DOI: 10.1039/D3CC01376F

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