Tautomerisation of 2-substituted pyridines to N-heterocyclic carbene ligands induced by the 16 e- unsaturated [Tp(Me2)Ir(III)(C6H5)2] moiety

Salvador Conejero; Joaquín López-Serrano; Margarita Paneque; Ana Petronilho; Manuel L Poveda; Florencia Vattier; Eleuterio Álvarez; Ernesto Carmona

doi:10.1002/chem.201103507

Tautomerisation of 2-substituted pyridines to N-heterocyclic carbene ligands induced by the 16 e- unsaturated [Tp(Me2)Ir(III)(C6H5)2] moiety

Chemistry. 2012 Apr 10;18(15):4644-64. doi: 10.1002/chem.201103507. Epub 2012 Mar 5.

Authors

Salvador Conejero¹, Joaquín López-Serrano, Margarita Paneque, Ana Petronilho, Manuel L Poveda, Florencia Vattier, Eleuterio Álvarez, Ernesto Carmona

Affiliation

¹ Instituto de Investigaciones Químicas and Departamento de Química Inorgánica, Consejo Superior de Investigaciones Científicas (CSIC) and Universidad de Sevilla, Av. Américo Vespucio 49, Isla de la Cartuja, 41092 Sevilla, Spain.

PMID: 22392585
DOI: 10.1002/chem.201103507

Abstract

The complex [Tp(Me2)Ir(C(6)H(5))(2)(N(2))] reacts with several 2-substituted pyridines to generate N-heterocyclic carbenes resulting from a formal 1,2-hydrogen shift from C(6) to N. In this paper we provide a detailed report of the scope and the mechanistic aspects (both experimental and theoretical) of the tautomerisation of 2-substituted pyridines.