Back to Search Start Over

Unprecedented directed lateral lithiations of tertiary carbons on NHC platforms

Authors :
Andreas A. Danopoulos
Pierre Braunstein
Elixabete Rezabal
Gilles Frison
Institute for Advanced Study (USIAS)
Institut de Chimie de Strasbourg
Université de Strasbourg (UNISTRA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Laboratoire de chimie moléculaire (LCM)
Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-École polytechnique (X)
Source :
Chemical Communications, Chemical Communications, Royal Society of Chemistry, 2015, 51, pp.3049-3052. ⟨10.1039/C4CC08434A⟩
Publication Year :
2015
Publisher :
HAL CCSD, 2015.

Abstract

International audience; Unexpected and unprecedented directed remote lateral lithiation at one CH(CH3)2 of the 3-(2,6-di-isopropylphenyl) wingtip took place upon the reaction of functionalised N-heterocyclic carbene-type molecules with excess of LiCH2SiMe3, leading to dilithiated dianionic 4-amido-N-heterocyclic carbenes. DFT calculations show that the nature of the isolated species are under thermodynamic control.

Details

Language :
English
ISSN :
13597345 and 1364548X
Database :
OpenAIRE
Journal :
Chemical Communications, Chemical Communications, Royal Society of Chemistry, 2015, 51, pp.3049-3052. ⟨10.1039/C4CC08434A⟩
Accession number :
edsair.doi.dedup.....62a02691830a69901f27d938630fbbb9