250285-32-6 Archives - Imidazoles-derivatives

Zheng, Wei-Xiang team published research in Synthesis in | 250285-32-6

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, also known as 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, is a useful research compound. Its molecular formula is C27H37ClN2 and its molecular weight is 425 g/mol. The purity is usually 95%.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride is an imidazolium salt that is active against all stages of Trypanosoma cruzi and may represent a promising candidate for treatment of Chagas disease.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is an organic compound that is used as a solvent. It was originally synthesized by reacting triethyl orthoformate with 2,6-diisopropylaniline. This reaction formed the corresponding imidazolium salt. The synthesis of this compound was later improved by using ring-opening polymerization of glycolide and furfural. 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is mainly used to extract estradiol from urine samples in clinical laboratories., Safety of 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride

Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. 250285-32-6, formula is C27H37ClN2, Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride. Their solubility in alcohol is lower than that in water and decreases with increasing molecular weight of the alcohols . Safety of 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride.

Zheng, Wei-Xiang;Zhong, Jing;Yang, Yi-Ting;Luobu, Meluze;Zhang, Yan;Wang, Yuan-Hua;Wang, Qi-Wei research published 《 Synthesis of Aryl Ketones from Carboxylic Acids and Arylboronic Acids Using 2-Chloroimidazolium Chloride as a Coupling Reagent》, the research content is summarized as follows. Carboxylic acids are an abundant and structurally diverse class of com. available materials, which are commonly used as stable reagents in organic synthesis. The Suzuki-Miyaura coupling reaction directly using carboxylic acid as a substrate has been rarely reported. Here, authors report an efficient coupling reaction of carboxylic acids with arylboronic acids in toluene in the presence of IPrCl-Cl, Pd(OAc)₂, PPh₃, and K₃PO₄·7H₂O at 90 °C to give the corresponding aryl ketones.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhou, Tongliang team published research in iScience in 2020 | 250285-32-6

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . 250285-32-6, formula is C27H37ClN2, Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride. In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with an increase of the alkyl chain length of the alcohols. Formula: C27H37ClN2.

Zhou, Tongliang;Ma, Siyue;Nahra, Fady;Obled, Alan M. C.;Poater, Albert;Cavallo, Luigi;Cazin, Catherine S. J.;Nolan, Steven P.;Szostak, Michal research published 《 [Pd(NHC)(μ-Cl)Cl]₂: Versatile and Highly Reactive Complexes for Cross-Coupling Reactions that Avoid Formation of Inactive Pd(I) Off-Cycle Products》, the research content is summarized as follows. In this study, air-stable NHC-Pd(II) chloro-dimers, [Pd(IPr)(μ-Cl)Cl]₂ (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), as the most reactive Pd(II)-NHC catalysts developed to date were established. Most crucially, compared with [Pd(IPr)(allyl)Cl] complexes, replacement of the allyl throwaway ligand with chloride allows for a more facile activation step, while effectively preventing the formation of off-cycle [Pd₂(μ-allyl)(μ-Cl)(IPr)₂] products. The utility is demonstrated via broad compatibility with amide cross-coupling, Suzuki cross-coupling, and the direct, late-stage functionalization of pharmaceuticals. Computational studies provide key insight into the NHC-Pd(II) chloro-dimer activation pathway. A facile synthesis of NHC-Pd(II) chloro-dimers in one-pot from NHC salts is reported. The tremendous utility of Pd-catalyzed cross-coupling reactions and the overwhelming success of [Pd(IPr)(allyl)Cl] precatalysts, NHC-Pd(II) chloro-dimers, and [Pd(IPr)(μ-Cl)Cl]₂, which should be considered as go-to precatalysts of choice in cross-coupling processes, were believed.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhu, Yanshuo team published research in Organic Letters in 2020 | 250285-32-6

Reference of 250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, also known as 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, is a useful research compound. Its molecular formula is C27H37ClN2 and its molecular weight is 425 g/mol. The purity is usually 95%.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Zhu, Yanshuo;Shi, Jingcheng;Yu, Wei research published 《 Photoinduced Site-Selective C(sp³)-H Chlorination of Aliphatic Amides》, the research content is summarized as follows. Herein, we report a new photochem. method for C(sp³)-H chlorination of amides which employs tert-Bu hypochlorite as the chlorinating agent and a household compact fluorescent lamp as the light source. The reaction proceeds via N-heterocyclic carbene SIPr·HCl-promoted N-H chlorination and subsequent photoinduced Hofmann-Löffler-Freytag chlorine atom transfer. The latter process is facilitated by (diacetoxyiodo)benzene. This protocol exhibits a broad scope and is suitable for site-selective chlorination of Me hydrogen as well as methylene and methine hydrogen.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Gaopeng team published research in Youji Huaxue in 2020 | 250285-32-6

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Zhang, Gaopeng;Jiang, Yangjie;Ding, Changhua;Hou, Xuelong research published 《 Palladium-catalyzed allylic alkylation reaction of α-substituted benzyl nitriles with branched allyl carbonates》, the research content is summarized as follows. Pd-catalyzed allylic alkylation reaction of α-substituted benzyl nitriles with branched allyl carbonates in the presence of bulkier N-heterocyclic carbene ligand was reported, which provided the corresponding allylated products in good yield with high regio- and diastereo-selectivity.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Tao team published research in Nature Chemistry in 2021 | 250285-32-6

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 250285-32-6, formula is C27H37ClN2, Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents. COA of Formula: C27H37ClN2.

Zhang, Tao;Luan, Yu-Xin;Lam, Nelson Y. S.;Li, Jiang-Fei;Li, Yue;Ye, Mengchun;Yu, Jin-Quan research published 《 A directive Ni catalyst overrides conventional site selectivity in pyridine C-H alkenylation》, the research content is summarized as follows. Herein, application of bifunctional N-heterocyclic carbene-ligated Ni-Al catalyst in C3-H alkenylation of pyridines was described. This method overrode the intrinsic C2 and/or C4 selectivity, and provided a series of C3-alkenylated pyridines such as I in 43-99% yields and up to 98:2 C3 selectivity. This method not only allowed a variety of pyridine and heteroarene substrates to be used as the limiting reagent, but was also effective for the late-stage C3 alkenylation of diverse complex pyridine motifs in bioactive mols.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Yingying team published research in Tetrahedron Letters in 2020 | 250285-32-6

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Zhang, Yingying;Zhang, Rong;Ni, Chang;Zhang, Xue;Li, Yanji;Lu, Qingwen;Zhao, Yuxuan;Han, Fangwai;Zeng, Yongfei;Liu, Guiyan research published 《 NHC-Pd(II)-azole complexes catalyzed Suzuki-Miyaura cross-coupling of sterically hindered aryl chlorides with arylboronic acids》, the research content is summarized as follows. In order to synthesize hindered biaryls RR¹ [R = 2-MeC₆H₄, 2,6-di-EtC₆H₃, 2-Me-4-FC₆H₃, etc.; R¹ = Ph, 2-MeC₆H₄, 2-FC₆H₄, etc.], a series of NHC-Pd(II)-azole complexes I [R² = H, Me; R³ = H, Me; X = C, N] were synthesized and characterized. The steric environment effect as well as electronic effect of azole ligands had been assessed. All these complexes I were applied in the Suzuki-Miyaura cross-coupling reaction of sterically hindered aryl chlorides with low catalysts loadings (0.1 mol %) under mild conditions in air and good to excellent isolated yields of sterically hindered biaryls were obtained.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Zhi-Mao team published research in Journal of Organometallic Chemistry in 2021 | 250285-32-6

Synthetic Route of 250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, also known as 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, is a useful research compound. Its molecular formula is C27H37ClN2 and its molecular weight is 425 g/mol. The purity is usually 95%.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Zhang, Zhi-Mao;Xu, Yu-Ting;Shao, Li-Xiong research published 《 Synthesis of N-heterocyclic carbene-Pd(II)-5-phenyloxazole complexes and initial studies of their catalytic activity toward the Buchwald-Hartwig amination of aryl chlorides》, the research content is summarized as follows. Three new N-heterocyclic carbene (NHC)-Pd(II) complexes using 5-phenyloxazole as the ancillary ligand was obtained in moderate to good yields by a one-pot reaction of the corresponding imidazolium salts, palladium chloride and 5-phenyloxazole under mild conditions. Initial studies showed that one of the complexes was an efficient catalyst for the Buchwald-Hartwig amination of aryl chlorides with various secondary and primary amines under the varied catalyst loading of 0.01-0.05 mol%, thus it will enriched the chem. of NHCs and gave an alternative catalyst for the coupling of challenging while cost-low aryl chlorides.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhao, Chao-Yang team published research in ACS Catalysis in 2021 | 250285-32-6

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Imidazole based anticancer drug find applications in cancer chemotherapy. 250285-32-6, formula is C27H37ClN2, Name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC). Quality Control of 250285-32-6.

Zhao, Chao-Yang;Ji, Ding-Wei;Zheng, Hao;He, Gu-Cheng;Liu, Heng;Hu, Yan-Cheng;Chen, Qing-An research published 《 Pd-Catalyzed Redox Divergent Coupling of Ketones with Terpenols》, the research content is summarized as follows. A Pd-catalyzed redox divergent coupling of ketones e.g., 6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one with terpenols like trans-geraniol, (E,E)-farnesyl alc. and (E)-phytol has been developed to access α-substituted ketones, e.g., 6-isopentyl-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one with varying degrees of unsaturation The control of oxidation states of the product is facilitated by employing different additives. With the aid of BnOH as an external hydrogen source, a reductive coupling pathway is thermodynamically favored. The use of LiBr as the additive will reduce the reactivity of Pd-H to divert the selectivity toward α,β-unsaturated ketones. By switching the solvent from toluene to chlorobenzene, the active species Pd-H will be fully quenched to enable oxidative coupling. Gram-scale reaction with lower catalyst loading (0.5 mol%) was also accomplished to highlight the practicability of this protocol. Furthermore, detailed exptl. studies were carried out to elucidate the reaction mechanism and the factors enabling manipulation of the redox selectivity. This redox divergent coupling protocol provides an important complement for known precedents on Tsuji-Trost allylation of ketones.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Yang, Wenjun team published research in Angewandte Chemie, International Edition in 2020 | 250285-32-6

Application In Synthesis of 250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, also known as 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride, is a useful research compound. Its molecular formula is C27H37ClN2 and its molecular weight is 425 g/mol. The purity is usually 95%.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Yang, Wenjun;Ling, Bo;Hu, Bowen;Yin, Haolin;Mao, Jianyou;Walsh, Patrick J. research published 《 Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed Umpolung 1,4-Addition of Aryl Iodides to Enals》, the research content is summarized as follows. An umpolung 1,4-addition of aryl iodides to enals promoted by cooperative (terpy)Pd/NHC catalysis was developed that generates various bioactive β,β-diaryl propanoate derivatives This system is not only the first reported palladium-catalyzed arylation of NHC-bound homoenolates but also expands the scope of NHC-induced umpolung transformations. A diverse array of functional groups such as esters, nitriles, alcs., and heterocycles are tolerated under the mild conditions. This method also circumvents the use of moisture-sensitive organometallic reagents.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Yao, Jinzhong team published research in Chemical Science in 2020 | 250285-32-6

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Yao, Jinzhong;Chen, Zhangpei;Yu, Lin;Lv, Leiyang;Cao, Dawei;Li, Chao-Jun research published 《 Palladium-catalyzed hydroalkylation of methylenecyclopropanes with simple hydrazones》, the research content is summarized as follows. A palladium-catalyzed hydroalkylation reaction of methylenecyclopropanes I (R = Ph, 2-methylphenyl, 1-naphthyl, etc; R¹ = Me, Et, Ph, pentyl; RR¹ = -(CH₂)₅-) and 5-cyclopropylidenemethyl-6,7,8,9-tetrahydro-5H-benzocycloheptene via highly selective C-C σ-bond scission was achieved under mild conditions, in which simple hydrazones served as carbanion equivalent This method featured good functional group compatibility, affording high yields of C-alkylated terminal alkenes RR¹CHC(=CH₂)CH₂CH₂R² (R² = Ph, 1-naphthyl, furan-2-yl, etc.) and 5-(4-phenylbut-1-en-2-yl)-6,7,8,9-tetrahydro-5H-benzo[7]annulene.

1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride has been used to generate N-heterocyclic carbene catalysts for use in carbonylative cross-coupling of pyridyl halides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem