Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium (II)

Base Information

• Chemical Name: Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium (II)
• CAS No.: 478980-01-7
• Molecular Formula: C30H43ClN2Pd
• Molecular Weight: 573.558
• Hs Code.: 28439000
• Mol file: 478980-01-7.mol

Synonyms:Allyl-[1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene]-chloro-palladium;Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II);

Chemical Property of Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium (II)

Chemical Property:

• Melting Point: 206-210°C
• PSA: 6.48000
• LogP: 9.10300
• Storage Temp.: 2-8°C

Purity/Quality:

98% min ^*data from raw suppliers

Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II), 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium (II)

There total 4 articles about Allylchloro[1,3-bis(2,6-di-i-propylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium (II) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

bis(η3-allyl-μ-chloropalladium(II)) + 1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene (258278-28-3) → (η3-allyl)(N,N'-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)chloropalladium(II) (478980-01-7)

Guidance literature:

In diethyl ether; Et2O was added via cannula to mixt. of ligand and Pd compd. at -78°C; mixt. was stirred at -78°C for 30 min; warmed with stirring to room temp. over 2 h; ether removed (vac.); triturated with hexane; filtered in air; washed (hexane); elem. anal.;

Reference yield: 87.0%

bis(η3-allyl-μ-chloropalladium(II)) + 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride (258278-25-0) → (η3-allyl)(N,N'-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)chloropalladium(II) (478980-01-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 12h;

Reference yield:

bis(η3-allyl-μ-chloropalladium(II)) + N,N'-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene silver chloride → (η3-allyl)(N,N'-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)chloropalladium(II) (478980-01-7)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1002/aoc.4912

upstream raw materials:

1,3-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene

1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride

1,3-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene hydrochloride

Downstream raw materials:

propene

acetone

Refernces

• 1、 Chen, Ming-Tsz,Wang, Wan-Rong,Li, Yi-Jun. "N-heterocyclic carbene–palladium complexes for Suzuki–Miyaura coupling reaction with benzyl chloride and aromatic boronic acid leading to diarylmethanes". . . Retrieved 2019/04/08.
• 2、 Cawley, Mark J.,Cloke, F. Geoffrey N.,Fitzmaurice, Richard J.,Pearson, Stuart E.,Scott, James S.,Caddick, Stephen. "Development of a practical Buchwald-Hartwig amine arylation protocol using a conveniently prepared (NHC)Pd(R-allyl)Cl catalyst". . p. 2820 - 2825. Retrieved 2009/02/02.