Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Backbone Phosphonamide-Functionalized Imidazol-2-ylidene Complexes

Paresh Kumar Majhi A , Gregor Schnakenburg A , Anthony J. Arduengo III B C and Rainer Streubel A C
+ Author Affiliations
- Author Affiliations

A Institut für Anorganische Chemie, Rheinische Friedrich-Wilhelms-Universität Bonn, Gerhard-Domagk-Strasse 1, D-53121 Bonn, Germany.

B Department of Chemistry, The University of Alabama, Tuscaloosa, AL 35487, USA.

C Corresponding authors. Email: aj@ajarduengo.net; r.streubel@uni-bonn.de

Australian Journal of Chemistry 69(10) 1186-1192 https://doi.org/10.1071/CH16132
Submitted: 04 March 2016  Accepted: 19 April 2016   Published: 10 June 2016

Abstract

The synthesis of M(CO)5 complexes bearing 4-phosphonamide and 4,5-bis(phosphonamide)-imidazol-2-ylidene ligands (NHCP = phosphonamide-based N-heterocyclic carbene) is reported. Deprotonation of respective imidazolium hydrogensulfate salts with potassium tert-butoxide (KOtBu) in the presence of [M(CO)5(CH3CN)] afforded complexes with the formula [M(CO)5(NHCP)]. In a similar fashion, reaction of in situ generated NHCP with [Rh(cod)Cl]2 (cod = 1,5-cyclooctadiene) afforded a complex with the formula [Rh(cod)Cl(NHCP)]. Low-temperature deprotonation of the imidazolium NHCP·H2SO4 with potassium hexamethyldisilazide (KHMDS) in the presence of [AuCl(SMe2)] furnished the corresponding AuI NHC complex. All complexes were characterized by various spectroscopic and spectrometric methods. In addition, further structural confirmation is provided by key single-crystal X-ray structure determinations for three of the new complexes.


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