| Literature DB >> 23897657 |
Abstract
Oxygen versus carbon: Azolium enolates were generated by the reactions of N-heterocyclic carbenes (NHCs) with methyl phenyl ketene and characterized by X-ray crystallography. Kinetic studies show that the enolate oxygen is 20 times more nucleophilic than the carbon atom, but under thermodynamic control exclusive C-addition products were formed.Entities:
Keywords: N-heterocyclic carbenes; acylazolium ions; kinetics; nucleophilicity; zwitterions
Year: 2013 PMID: 23897657 DOI: 10.1002/anie.201303524
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN: 1433-7851 Impact factor: 15.336