Category: 258278-25-0

Chen, Zicong published the artcilePd-Catalyzed Cross-Coupling of Highly Sterically Congested Enol Carbamates with Grignard Reagents via C-O Bond Activation, COA of Formula: C27H39ClN2, the publication is Organic Letters (2020), 22(10), 3879-3883, database is CAplus and MEDLINE.

The palladium-catalyzed cross-coupling reaction of enol carbamates to construct highly sterically congested alkenyl compounds was presented for the first time. This protocol demonstrated the potential of using thermally stable and highly atom-economic enol electrophiles as building blocks in bulky alkene synthesis. This reaction accommodates a broad substrate scope with excellent Z/E isomer ratios, which also provided a new synthetic pathway for accessing Tamoxifen.

Organic Letters published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, COA of Formula: C27H39ClN2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Yang, Ke published the artcileThe decarboxylative C-H heteroarylation of azoles catalysed by nickel catalysts to access unsymmetrical biheteroaryls, Quality Control of 258278-25-0, the publication is Organic Chemistry Frontiers (2019), 6(24), 3996-3999, database is CAplus.

A series of unsym. biheteroaryls R-R¹ [R = benzoxazol-2-yl, 4-Ph-oxazol-2-yl, 6-Cl-benzoxazol-2-yl, etc.; R¹ = 2-furyl, 2-thienyl, 3-Me-benzofuran-2-yl, etc.] via nickel-catalyzed direct decarboxylative C-H heteroarylation of azoles with heteroaryl carboxylic acids was reported.

Organic Chemistry Frontiers published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C8H8O3, Quality Control of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Watson, Ian C. published the artcileN-Heterocyclic Olefin-Ligated Palladium(II) Complexes as Pre-Catalysts for Buchwald-Hartwig Aminations, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Chemistry – A European Journal (2019), 25(41), 9678-9690, database is CAplus and MEDLINE.

New N-heterocyclic olefins (NHOs) are described with functionalization on the ligand heterocyclic backbone and terminal alkylidene positions. Various Pd^II-NHO complexes I (Ar = 2,6-ⁱPr₂C₆H₃; L = 3-chloropyridine; R = Me, RR =9,10-acenaphthylenediyl) and were prepared by cleavage of chloro-bridged dimers (I-L)₂ with pyridine ligand; the complexes were evaluated as pre-catalysts in Buchwald-Hartwig aminations. Vinylogous complex [(Me₂Dipp₂Im-2-CH:CHCH₂Pd)Cl₂L] (13) was prepared by palladation of 1,3-Dipp₂-4,5-dimethyl-2-(2-propenylidene)imidazoline. The most active system for catalytic C-N bond formation between hindered arylamine and haloarene substrates was accessed by combining a backbone methylated NHO with [Pd(cinnamyl)Cl]₂ in the presence of NaOtBu as a base. In these active systems evidence suggests that catalysis is mediated by colloidal palladium metal, highlighting a different coordination ability of NHOs in comparison with commonly used N-heterocyclic carbene co-ligands.

Chemistry – A European Journal published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C12H21NO7, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cadu, Alban published the artcileHomogeneous catalysed hydrogenation of HMF, SDS of cas: 258278-25-0, the publication is Green Chemistry (2018), 20(14), 3386-3393, database is CAplus.

Hydroxymethylfurfural (HMF) was used as a bio-based feedstock for homogeneous metal-catalyzed hydrogenation. Several ligand classes and metals were employed to reduce the aldehyde and aromatic ring of HMF. The previously unknown homogeneous catalyzed hydrogenation of HMF to tetrahydrofuran-dimethanol (THFDM) was studied using different catalyst systems. NHCs and phosphites give higher trans/cis ratios (between 1 : 1.25 and 1 : 3.95) of the product THFDM, but low conversions of only up to 17% accompanied by up to 92% yield of bis(hydroxymethyl)furan at 10 bar H₂ and 120°. Conversely, di-phosphine ligated ruthenium catalysts in up to 87% yield lead to the highest overall conversion but only moderate trans/cis ratios of only 1 : 3.1-1 : 5.

Green Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, SDS of cas: 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Rottschaefer, Dennis published the artcileA Modular Access to Divinyldiphosphenes with a Strikingly Small HOMO-LUMO Energy Gap, HPLC of Formula: 258278-25-0, the publication is Chemistry – A European Journal (2019), 25(34), 8127-8134, database is CAplus and MEDLINE.

The olefinic C-H bond functionalization of (NHC)CHPh (NHC = IPr =C{(NAr)CH}₂ 1; SIPr = C{(NAr)CH₂}₂ 2; Ar = 2,6-iPr₂C₆H₃), derived from classical N-heterocyclic carbenes (NHCs), with PCl₃ affords the dichlorovinylphosphines {(NHC)C(Ph)}PCl₂ (NHC = IPr 3, SIPr 4). Two-electron reduction of 3 and 4 with magnesium leads to the formation of the divinyldiphosphenes [{(NHC)C(Ph)}P]₂ (NHC = IPr 5, SIPr 6) as crystalline solids. Unlike literature-known diphosphenes, which are mostly yellow or orange, 5 is a green whereas 6 is a purple solid. Although the P:P bond lengths of 5 (2.062(1)) and 6 (2.055(1) Å) are comparable to those of the known diphosphenes (2.02-2.08 Å), the C-P bond lengths of 5 (1.785(1)) and 6 (1.797(1) Å) are, however, considerably shorter than a Csp2-P single bond length (1.85 Å), indicating a considerable π-conjugation between C:C and P:P moieties. The HOMO-LUMO energy gap for 5 (4.15) and 6 (4.52 eV) is strikingly small and thus the narrowest among the diphosphenes (>4.93 eV) reported as yet. Consequently, 5 readily undergoes P:P bond cleavage at room temperature on treatment with sulfur to form the unique dithiophosphorane {(IPr)C(Ph)}P(S)₂ 7. Interestingly, reaction of 5 with selenium gives the selenadiphosphirane [{(IPr)C(Ph)}P]₂Se 8 with an intact P-P bond.

Chemistry – A European Journal published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, HPLC of Formula: 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lu, Hui-Yang published the artcileN-heterocyclic carbene-palladium-imine complex catalyzed α-arylation of ketones with aryl and heteroaryl chlorides under air atmosphere, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Tetrahedron Letters (2020), 61(29), 152124, database is CAplus.

A new structure of saturated ring skeleton monoligated NHC-Pd-imine complex was easily synthesized and unambiguously confirmed by X-ray single crystal diffraction. It was found to be an efficient and air-stable catalyst for the α-arylation of ketones. The reaction was operated in air without any neg. effect. Non-activated aryl and heteroaryl chlorides were successfully applied in the reaction with only 0.5 mol% catalyst loadings under air atm. Excellent to good product yields were afforded.

Tetrahedron Letters published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhou, Bingwei published the artcileIron-Catalyzed Remote Arylation of Aliphatic C-H Bond via 1,5-Hydrogen Shift, Quality Control of 258278-25-0, the publication is ACS Catalysis (2018), 8(1), 8-11, database is CAplus.

Catalytic amounts of an iron(III) salt and a N-heterocyclic carbene ligand catalyze the arylation of 2-iodoalkylarenes with diphenylzinc selectively at the γ C-H bond of the alkyl side chain. Several lines of evidence suggest that the iron catalyst reacts with the aryl iodide moiety of the substrate to generate an aryliron intermediate that behaves in a radical manner and cleaves the aliphatic C-H bond through 1,5-hydrogen transfer; the resulting alkyliron intermediate undergoes reductive elimination to give the arylated product.

ACS Catalysis published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C8H5IO, Quality Control of 258278-25-0.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cauwenbergh, Thibault published the artcileContinuous Flow Synthesis of Sulfur- and Selenium-NHC Compounds (NHC=N-Heterocyclic Carbene), Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is European Journal of Organic Chemistry (2022), 2022(15), e202101296, database is CAplus.

The first continuous flow syntheses of sulfur- and selenium-NHC (NHC=N-heterocyclic carbene) adducts in unprecedented short reaction times and high yields are reported. The importance of these species in coordination chem. or as efficient tools for determining the π-acceptor character of NHC ligands make any improvement in their synthesis a worthy goal. Thiourea derivatives bearing both saturated and unsaturated NHCs were obtained using NEt3 as a weak base (homogeneous setup) in conjunction with a bed of elemental sulfur (S₈). The synthetic route proving optimal for selenoureas involves the use of a simple Se/K₂CO₃ heterogeneous microreactor design.

European Journal of Organic Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Muller, Daniel S. published the artcileIn Situ Generation of Ru-Based Metathesis Catalyst. A Systematic Study, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is ACS Catalysis (2019), 9(4), 3511-3518, database is CAplus.

A systematic study for the in situ generation of Ru-based metathesis catalysts was described. Assembly of com. available and inexpensive reagents [Ru(p-cymene)Cl₂]₂, SIPr·HCl, and n-BuLi led to the formation of 18 electron arene-ruthenium complexes that, in the presence of additives such as alkynes, cyclopropenes, and diazoesters, generated highly selective and efficient catalytic systems applicable to a variety of olefin metathesis transformations. Notably, we were able to achieve a productive TON of 4500 for the self-metathesis of Me oleate, a reaction which could be easily upscaled to 2 kg.

ACS Catalysis published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Li, Gang-Jian published the artcileNi/NHC-catalyzed cross-coupling of methyl sulfinates and amines for direct access to sulfinamides, Related Products of imidazoles-derivatives, the publication is Tetrahedron Letters (2019), 60(46), 151260, database is CAplus.

A simple and convenient method was developed for the Ni/NHC-catalyzed cross-coupling of Me sulfinates and amines without an acid/base to afford secondary or tertiary sulfinamides RS(O)NR¹R² [R = Me, c-hexyl, 4-MeC₆H₄, etc.; R¹ = Et, CH₂CH=CH₂, Bn, etc.; R² = H, Me, Et, etc.; R¹R² = (CH₂)₄, (CH₂)₂O(CH₂)₂, (CH₂)₂S(CH₂)₂, etc.] in moderate to good yields. The method provided the desired products with broad substrate scope, good chemoselectivity and good functional group compatibility.

Tetrahedron Letters published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem