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CAS: 916480-65-4
MF: C29H41N2+.Cl-
MW: 453.10224
Synonyms:

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Melanie S. Sanford

University of Michigan
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Shu Kobayashi

The University of Tokyo
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Co-reporter: Dr. Woo-Jin Yoo;Thanh V. Q. Nguyen ;Dr. Sh&x16b; Kobayashi
pp: 10213-10217
Publication Date(Web):
DOI: 10.1002/anie.201404692

Abstract

A copper-catalyzed multicomponent coupling reaction between in situ generated ortho-arynes, terminal alkynes, and carbon dioxide was developed to access isocoumarins in moderate to good yields. The key to this CO2-incorporating reaction was the use of a versatile N-heterocyclic carbene/copper complex that was able to catalyze multiple transformations within the three-component reaction.

Steven P. Nolan

University of St Andrews
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Co-reporter: Sylvain Gaillard, Xavier Bantreil, Alexandra M. Z. Slawin and Steven P. Nolan  
pp: 6967-6971
Publication Date(Web):26 Jun 2009
DOI: 10.1039/B907109A
The compounds 4,5-dimethyl-N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene silver chloride [AgCl(IPrMe)] 3 and 4,5-dimethyl-N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene gold(I) chloride [AuCl(IPrMe)] 4 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 4 allowed for the formation of the expected complex, concomitantly with 6, resulting from a chlorination of a methyl group situated in the backbone of the NHC (N-heterocyclic carbene). Additionally, the buried volume %Vbur of the IPrMe ligand in [AgCl(IPrMe)] 3 and [AuCl(IPrMe)] 4 complexes was calculated and compared to %Vbur of more classical NHCs. This quantification of the steric hinderance of the IPrMe ligand reveals the influence of the substituent modulation in the backbone of NHCs.
Co-reporter: Sylvain Gaillard, Xavier Bantreil, Alexandra M. Z. Slawin and Steven P. Nolan
pp: NaN6971-6971
Publication Date(Web):2009/06/26
DOI: 10.1039/B907109A
The compounds 4,5-dimethyl-N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene silver chloride [AgCl(IPrMe)] 3 and 4,5-dimethyl-N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene gold(I) chloride [AuCl(IPrMe)] 4 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 4 allowed for the formation of the expected complex, concomitantly with 6, resulting from a chlorination of a methyl group situated in the backbone of the NHC (N-heterocyclic carbene). Additionally, the buried volume %Vbur of the IPrMe ligand in [AgCl(IPrMe)] 3 and [AuCl(IPrMe)] 4 complexes was calculated and compared to %Vbur of more classical NHCs. This quantification of the steric hinderance of the IPrMe ligand reveals the influence of the substituent modulation in the backbone of NHCs.

Michael Organ

York University
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Co-reporter: Matthew Pompeo;Dr. Robert D. J. Froese;Dr. Niloufar Hadei; Michael G. Organ
pp: 11354-11357
Publication Date(Web):
DOI: 10.1002/anie.201205747