CHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]COPPER(I)

Base Information

• Chemical Name: CHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]COPPER(I)
• CAS No.: 578743-87-0
• Molecular Formula: C27H36ClCuN2*-
• Molecular Weight: 487.595
• Hs Code.: 2933299090
• Mol file: 578743-87-0.mol

Synonyms:CHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]COPPER(I);Chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I),98%;[1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper(I) chloride

Chemical Property of CHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]COPPER(I)

Chemical Property:

• Melting Point: >300 °C
• PSA: 9.86000
• LogP: 8.52990
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: air sensitive

Purity/Quality:

98% ^*data from raw suppliers

[1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copperChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: "Use for reduction of olefin and carbonyl, carbene transfer reaction, aziridination of olefins, and methyleneation of aldehydes."

Technology Process of CHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]COPPER(I)

There total 36 articles about CHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]COPPER(I) 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: 98.0%

copper(I) oxide + N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride → chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) (578743-87-0)

Guidance literature:

In tetrahydrofuran; other Radiation; ligand and Cu2O in THF (1:0.65 molar ratio), microwave heating at 110°C for 30 min; cooled to room temp., filtered (Celite), concd., pptd. (hexane), dried;

DOI:10.1002/ejic.201200248

Reference yield: 94.0%

copper(l) chloride + 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride (250285-32-6) → chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) (578743-87-0)

Guidance literature:

With sodium t-butanolate; In tetrahydrofuran; under Ar atm. to mixt. CuCl, 1,3-bis(2,6-diisopropyl)imidazolium chloride, and t-BuONa THF was added and stirred for 20 h at room temp.; react. mixt. was filtered, solvent was evapd. in vacuo;

DOI:10.1021/om034285a

Reference yield: 94.0%

copper(I) oxide + 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride (250285-32-6) → chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I) (578743-87-0)

Guidance literature:

In H₂O; byproducts: H2O; (Ar); imidazolium chloride was added to Cu2O in water, refluxed for 24 h;

DOI:10.1039/c0dt00128g

upstream raw materials:

1,3-bis[2,6-diisopropylphenyl]imidazolium chloride

hydrogenchloride

copper

1,3-bis(2,6-diisopropylphenyl)imidazolylium-2-carboxylate

Downstream raw materials:

1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-one

Refernces

• 1、 Pisanò, Gianmarco,Cazin, Catherine S. J.. "Mechanochemical synthesis of Cu(i)-N-heterocyclic carbene complexes". . p. 5253 - 5256. Retrieved 2020.
• 2、 Bian, Zuqiang,Huang, Chunhui,Huo, Peihao,Jin, Qionghua,Li, Jiayi,Li, Xiaoyue,Liu, Zhiwei,Wang, Liding,Yu, Xiao,Zhao, Zifeng. "Two-Coordinate Copper(I)/NHC Complexes: Dual Emission Properties and Ultralong Room-Temperature Phosphorescence". . p. 8210 - 8217. Retrieved 2020.
• 3、 Mikhaylov, Vladimir N.,Pavlov, Artem O.,Ogorodnov, Yaroslav V.,Spiridonova, Dar’ya V.,Sorokoumov, Viktor N.,Balova, Irina A.. "N-Propargylation and Copper(I)-Catalyzed Azide-Alkyne Cycloaddition as a Convenient Strategy for Directed Post-Synthetic Modification of 4-Oxo-1,4-Dihydrocinnoline Derivatives". . p. 915 - 922. Retrieved 2020.
• 4、 Oschmann,Borner,Kleeberg. "Unsymmetrical diborane(4) derivatives by copper mediated B-B coupling". . p. 5318 - 5327. Retrieved 2018.
• 5、 Marion, Ronan,Sguerra, Fabien,Di Meo, Florent,Sauvageot, Elodie,Lohier, Jean-Fran?ois,Daniellou, Richard,Renaud, Jean-Luc,Linares, Mathieu,Hamel, Matthieu,Gaillard, Sylvain. "NHC copper(I) complexes bearing dipyridylamine ligands: Synthesis, structural, and photoluminescent studies". . p. 9181 - 9191. Retrieved 2014.
• 6、 Chen, Mingwei,Wang, Yuzhong,Xie, Yaoming,Wei, Pingrong,Gilliard Jr., Robert J.,Schwartz, Nichole A.,Schaefer III, Henry F.,Schleyer, Paul Von R.,Robinson, Gregory H.. "Dynamic complexation of copper(I) chloride by carbene-stabilized disilicon". . p. 9208 - 9211. Retrieved 2014.
• 7、 Banerjee, Arghya,Bazan-Bergamino, Emmanuel A.,Frederiks, Nicoline C.,Johnson, Christopher J.,Ngai, Ming-Yu,Sarkar, Satavisha,Shah, Jagrut A.. "Excited-State Copper Catalysis for the Synthesis of Heterocycles". supporting information. . Retrieved 2021/12/09.
• 8、 Cervantes-Reyes, Alejandro,Farshadfar, Kaveh,Rudolph, Matthias,Rominger, Frank,Schaub, Thomas,Ariafard, Alireza,Hashmi. "Copper-catalysed synthesis of α-alkylidene cyclic carbonates from propargylic alcohols and CO2". supporting information. p. 889 - 897. Retrieved 2021/02/09.