Synthesis and characterization of IPr(Me)-containing silver(I), gold(I) and gold(III) complexes.
The compounds 4,5-dimethyl-N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene silver chloride [AgCl(IPr(Me))] and 4,5-dimethyl-N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene gold(I) chloride [AuCl(IPr(Me))] have been synthesized. The attempted synthesis of the corresponding 4,5-dimethyl-N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene gold(III) chloride by oxidative addition of chlorine gas on allowed for the formation of the expected complex, concomitantly with , resulting from a chlorination of a methyl group situated in the backbone of the NHC (N-heterocyclic carbene). Additionally, the buried volume %V(bur) of the IPr(Me) ligand in [AgCl(IPr(Me))] and [AuCl(IPr(Me))] complexes was calculated and compared to %V(bur) of more classical NHCs. This quantification of the steric hinderance of the IPr(Me) ligand reveals the influence of the substituent modulation in the backbone of NHCs.
Gaillard
Sylvain
S
School of Chemistry, University of St Andrews, St Andrews, UK KY16 9ST.
Bantreil
Xavier
X
Slawin
Alexandra M Z
AM
Nolan
Steven P
SP
D018360:Crystallography, X-Ray; D006046:Gold / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*; D013237:Stereoisomerism
C550430:1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene; D006571:Heterocyclic Compounds; D007093:Imidazoles; D009942:Organometallic Compounds; C030011:carbene; D012834:Silver; D006046:Gold; D008697:Methane