1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride
- Product Name
- 1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride
- CAS No.
- 1218778-19-8
- Chemical Name
- 1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride
- Synonyms
- IPr* HCl;1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride;N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazolium chloride
- CBNumber
- CB13160009
- Molecular Formula
- C69H57ClN2
- Formula Weight
- 949.68
- MOL File
- 1218778-19-8.mol
1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride Property
- Melting point:
- >300 °C
- storage temp.
- RT, stored under nitrogen
- form
- powder
- Appearance
- Off-white to light brown Solid
- InChIKey
- QHZHZYZARMCFPU-UHFFFAOYSA-M
- SMILES
- C1=NC=C[N+]1(C1=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C(C)C=C1C(C1=CC=CC=C1)C1=CC=CC=C1)C1=C(C(C2=CC=CC=C2)C2=CC=CC=C2)C=C(C)C=C1C(C1=CC=CC=C1)C1=CC=CC=C1.[Cl-]
1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride Chemical Properties,Usage,Production
Chemical Properties
A white solid.
Uses
N,N'-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)imidazolium chloride is a bulky, flexible NHC ligand used for organometallic catalysis.
Preparation
(1E,2E)-N1,N2-bis(2,6-bis(diphenylmethyl)-4-methylphenyl)ethane-1,2-diimine (6.14 g, 6.81 mmol) in THF (235 mL) was added to paraformaldehyde (204 mg, 6.81 mmol), anhydrous zinc chloride (928 mg, 6.81 mmol) at 70 °C. After that, HCl in dioxane (4 M, 2.56 mL,10.2 mmol) was added dropwise. After 5 h, at 70 °C, the mixture was concentrated under reduced pressure followed by flash column chromatography over silica gel with CH2Cl2-MeOH (9:1) to give the pale pink solid, which was further purified recrystallization (CH2Cl2-n-hexane) gave 1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride.
reaction suitability
reagent type: catalyst
reaction type: Cross Couplings
storage
Keep in dark place, Inert atmosphere, Room temperature
1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride Preparation Products And Raw materials
Raw materials
Preparation Products
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