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1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 1,3-双(2,4,6-三甲基苯基)氯化咪唑

规格: 98%
CAS: 141556-45-8
产品编号: H24188
MDL: MFCD02684541
品牌: INFI
Chemical Name1,3-Dimesityl-1H-imidazol-3-ium chloride
Synonym 1,3-Bis(mesityl)imidazolium chloride 1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene monohydrochloride 1,3-Dimesitylimidazolium chloride 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride 1,3-双(2,4,6-三甲基苯基)氯化咪唑 1,3-二(2,4,6-三甲基苯基)氯化咪唑
MDL NumberMFCD02684541
PubChem Substance ID87559077
CAS Number141556-45-8
EC Number250-023-7
Beilstein Registry Number5468834
Reaxys-RN5468834
Chemical Name Translation1,3-双(2,4,6-三甲基苯基)氯化咪唑
  • {ALF} In the presence of a base such as KO-t-Bu, generates the imidazol-2-ylidene, an example of an N-heterocyclic carbene (NHC). NHCs are relatively strong bases, and valuable replacements for phosphine ligands in transition metal chemistry. They are relatively stable to dimerization, but sensitive to air and moisture, so are best generated in situ. Review: Angew. Chem. Int. Ed., 36, 2163 (1997). For a review of stable carbenes, see: Chem. Rev., 100, 39 (2000).
  • {ALF} See also 1,3-Bis(2,6-diisopropyl­phenyl)­imidazolium chloride, H27150.
  • {ALF} The carbene has also been reported to be an excellent nucleophilic catalyst in transesterification reactions, milder, more selective and more active than conventional systems: Org. Lett., 4, 3583, 3587 (2002).
  • {ALF} Used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases. For use in the Pd-catalyzed cross-coupling of aryl Grignards with aryl chlorides (Kumada reaction), see: J. Am. Chem. Soc., 121, 9889 (1999). Many examples have been recorded of the use of NHC ligands in the Suzuki coupling reaction, for examples utilizing 1,3-dimesitylimidazol-2-ylidene, in the coupling of arylboronic acids with relatively unreactive aryl chlorides, see: J. Org. Chem., 64, 3804 (1999); J. Organomet. Chem., 595, 186 (2000); Tetrahedron Lett., 45, 3511 (2004). Has been found to give superior results to phosphines in the coupling of sulfonyl chlorides with boronic acids: Org. Lett., 6, 95 (2004).
  • 141556-45-8 H24188 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
1,3-双(2,4,6-三甲基苯基)氯化咪唑

    化学属性

    Mol. FormulaC21H25ClN2
    Mol. Weight340.89
    Melting Point>300
    TSCANo
    Density1.422
    Appearance off-white to yellow pwdr.
    Danger-Level-
    pH-:-
    Redox-

    *以上化合物性质及应用等信息仅供参考