Reactivity of a N-heterocyclic carbene, 1,3-di-(1-adamantyl) imidazol-2-ylidene, with a pseudo-acid: structural characterization of Claisen condensation adduct

Gabriela A Grasa; Rohit Singh; Natalie M Scott; Edwin D Stevens; Steven P Nolan

doi:10.1039/b410986d

Reactivity of a N-heterocyclic carbene, 1,3-di-(1-adamantyl) imidazol-2-ylidene, with a pseudo-acid: structural characterization of Claisen condensation adduct

Chem Commun (Camb). 2004 Dec 21:(24):2890-1. doi: 10.1039/b410986d. Epub 2004 Nov 4.

Authors

Gabriela A Grasa¹, Rohit Singh, Natalie M Scott, Edwin D Stevens, Steven P Nolan

Affiliation

¹ Department of Chemistry, University of New Orleans, New Orleans, LA-70148, USA.

PMID: 15599458
DOI: 10.1039/b410986d

Abstract

The reactivity of a N-heterocyclic carbene (NHC) with a pseudo-acid (ester in this case) is described. The product results from an unusual C-H bond activation. The structure of the product has been established by a single crystal diffraction study.