1,3-Bis(2,6-dibenzhydryl-4-methylphenyl)-1H-imidazol-3-ium chloride Chemical Properties

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 Usage And Synthesis

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(1218778-19-8)Related Product Information

• Phenethyl alcohol
• ISOCYANIC ACID
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