| Identification | Back Directory | [Name]
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE | [CAS]
141556-42-5 | [Synonyms]
IMes
1,3-Dimesitylimidazol-2-ylidene
1,3-Dimesityl-2-imidazolylidene
1,3-Dimesityl-1H-imidazol-3-ium-2-ide
1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE
1,3-Bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene
1,3-Dihydro-1,3-bis(mesityl)-2H-imidazol-2-ylidene
1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene,98%
1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene,min.98%
1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE, MIN. 98%
1,3-Bis(2,4,6-triMethylphenyl)-1,3-dihydro-2H-iMidazol-2-yli
1,3-Dihydro-1,3-bis(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene
1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene
2H-IMidazol-2-ylidene, 1,3-dihydro-1,3-bis(2,4,6-triMethylphenyl)-
1,3-Bis(2,4,6-triMethylphenyl)-1,3-dihydro-2H-iMidazol-2-ylidene 97% | [Molecular Formula]
C21H24N2 ** | [MDL Number]
MFCD09265338 | [MOL File]
141556-42-5.mol | [Molecular Weight]
304.429 |
| Chemical Properties | Back Directory | [Melting point ]
140 °C | [storage temp. ]
?20°C | [form ]
Powder | [color ]
white to off-white | [Sensitive ]
air sensitive, moisture sensitive | [InChI]
InChI=1S/C21H24N2/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6/h7-12H,1-6H3 | [InChIKey]
JCYWCSGERIELPG-UHFFFAOYSA-N | [SMILES]
N1(C=CN(C2C(C)=CC(C)=CC=2C)[C]1)C1=C(C)C=C(C)C=C1C |^3:13| |
| Questions And Answer | Back Directory | [Reaction]
Nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic" for metal-catalyzed reactions.
(a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.
(b) Ruthenium-carbene complexes serve as more reactive catalyst for ring-closing metathesis.
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| Hazard Information | Back Directory | [Uses]
1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene (IMes) is a nucleophilic N-heterocyclic carbene (NHC) ligand.
It can be used to synthesize:
- IMes ligated-rhodium complex as a catalyst for the selective hydrogenation of substituted aryl and heteroaryl boronate esters to cis-substituted borylated cycloalkanes.
- IMes/ruthenium complex (Cp*Ru(IMes)Cl)(Cp* =η5-C5Me3) as a catalyst for olefin ring closing metathesis reaction.
IMes is also used as an ancillary ligand in Pd-catalyzed Suzuki-Miyaura cross-coupling reaction between aryl chlorides or aryl triflates and arylboronic acids. |
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