Category: 258278-25-0

Willems, Suzanne published the artcileA site-selective and stereospecific cascade Suzuki-Miyaura annulation of alkyl 1,2-bisboronic esters and 2,2′-dihalo 1,1′-biaryls, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(32), 3909-3912, database is CAplus and MEDLINE.

A cascade Suzuki-Miyaura cross-coupling gave rise to 9,10-dihydrophenanthrenes I [R¹ = n-Pr, n-hexyl, (CH₂)₂Ph, etc.; R² = H, 3-Me, 2-F, etc.; R³ = H, 6-Me, 7-F, etc.] was developed. Using biaryls with unsym. substitution-pattern full site-selectivity was observed Furthermore, this cross-coupling of an alkyl 1,2-bisboronic pinacol ester proceeded through the challenging coupling of a secondary boronate with complete stereoretention.

Chemical Communications (Cambridge, United Kingdom) 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 C19H14O2, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Ma, Xinyuan published the artcileAzolium Aurates as Pre-Catalysts for the Oxidative Coupling of Terminal Alkynes under Mild Conditions, Category: imidazoles-derivatives, the publication is Journal of Organic Chemistry (2022), 87(7), 4883-4893, database is CAplus and MEDLINE.

A simple and efficient method for the oxidative coupling of terminal alkynes was reported for the first time, using imidazol(in)ium aurates as pre-catalysts. This approach displayed high functional group tolerance and led to a broad range of 1,3-diyne compounds in moderate to excellent yields using low catalyst loading and was performed in air under mild and sustainable conditions.

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, Category: imidazoles-derivatives.

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

Maliszewski, Benon P. published the artcileA general protocol for the synthesis of Pt-NHC (NHC = N-heterocyclic carbene) hydrosilylation catalysts, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Dalton Transactions (2020), 49(41), 14673-14679, database is CAplus and MEDLINE.

A general, user-friendly synthetic route to [Pt(NHC)(L)Cl₂] and [Pt(NHC)(dvtms)] (L = DMS, Py; DMS = di-Me sulfide, dvtms = divinyltetramethylsiloxane, Py = pyridine) complexes has been developed. The procedure is applicable to a wide range of ligands and enables facile synthetic access to key Pt(0)- and Pt(II)-NHC complexes used in hydrosilylation catalysis.

Dalton Transactions 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

Scattolin, Thomas published the artcileUsing sodium acetate for the synthesis of [Au(NHC)X] complexes, HPLC of Formula: 258278-25-0, the publication is Dalton Transactions (2020), 49(28), 9694-9700, database is CAplus and MEDLINE.

The role of sodium acetate in the synthesis of [Au(NHC)Cl] complexes was examined The use of this base was also investigated for the activation of C-H and S-H bonds by exptl. and computational methods. The synthetic use of NaOAc to assemble these complexes is applicable to a wide range of NHCs and proceeds under air, under mild conditions and using tech. grade green solvents.

Dalton Transactions 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

Wu, Wenqin published the artcileIron-Catalyzed Cross-Coupling Reactions of Arylmagnesium Reagents with Aryl Chlorides and Tosylates: Influence of Ligand Structural Parameters and Identification of a General N-Heterocyclic Carbene Ligand, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Organometallics (2017), 36(12), 2293-2297, database is CAplus.

A systematic evaluation of N-heterocyclic carbene ligands in the Fe-catalyzed cross-coupling reactions of aryl chlorides and arylmagnesium reagents was performed. There is no clear correlation between the donor strength of the N-heterocyclic carbene and the reaction outcome. Instead, the highest yields of the desired biaryl product were obtained with sterically demanding ligands possessing large %V_bur values. Through this study, 1,3-bis[2,7-di(isopropyl)-1-naphthalenyl]-2-imidazolidinylidene (SIPrNap) was identified as an efficient and general ligand for the coupling of both aryl chlorides and tosylates.

Organometallics 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 C5H8N2O, Application of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Asghar, Soneela published the artcileCobalt-Catalyzed Suzuki Biaryl Coupling of Aryl Halides, Product Details of C27H39ClN2, the publication is Angewandte Chemie, International Edition (2017), 56(51), 16367-16370, database is CAplus and MEDLINE.

Readily accessed cobalt pre-catalysts with N-heterocyclic carbene ligands catalyze the Suzuki cross-coupling of aryl chlorides and bromides with alkyllithium-activated arylboronic pinacolate esters. Preliminary mechanistic studies indicate that the cobalt species is reduced to Co⁰ during the reaction.

Angewandte Chemie, International Edition 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, Product Details of C27H39ClN2.

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

Nishizawa, Akihiro published the artcileNickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Journal of the American Chemical Society (2019), 141(18), 7261-7265, database is CAplus and MEDLINE.

Herein, we describe a new catalytic approach to accessing aromatic amines from an abundant feedstock, namely phenols. The most reliable catalytic method for converting phenols to aromatic amines uses an activating group, such as a trifluoromethane sulfonyl group. However, this activating group is eliminated as a leaving group during the amination process, resulting in significant waste. Our nickel-catalyzed decarboxylation reaction of aryl carbamates forms aromatic amines with carbon dioxide as the only byproduct. As this amination proceeds in the absence of free amines, a range of functionalities, including a formyl group, are compatible. A bisphosphine ligand immobilized on a polystyrene support (PS-DPPBz) is key to the success of this reaction, generating a catalytic species that is significantly more active than simple nonsupported variants.

Journal of the American Chemical Society 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

Agata, Ryosuke published the artcileIron-catalyzed cross coupling of aryl chlorides with alkyl grignard reagents: synthetic scope and Fe(II)/Fe(IV) mechanism supported by X-ray absorption spectroscopy and density functional theory calculations, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Bulletin of the Chemical Society of Japan (2019), 92(2), 381-390, database is CAplus.

A combination of Fe(III) fluoride and 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene (SIPr) catalyzes the high-yielding cross coupling of an electron-rich aryl chloride with an alkyl Grignard reagent, which cannot be attained using other Fe catalysts. A variety of alkoxy- or amino-substituted aryl chlorides can be cross-coupled with various alkyl Grignard reagents regardless of the presence or absence of β-hydrogens in the alkyl group. A radical probe experiment using 1-(but-3-enyl)-2-chlorobenzene does not afford the corresponding cyclization product, therefore excluding the intermediacy of radical species. Solution-phase x-ray absorption spectroscopy (XAS) anal., with the help of d. functional theory (DFT) calculations, indicates the formation of a high-spin (S = 2) heteroleptic difluorido organoferrate(II), [MgX][Fe(II)F₂(SIPr)(Me/alkyl)], in the reaction mixture DFT calculations also support a feasible reaction pathway, including the formation of a difluorido organoferrate(II) intermediate which undergoes a novel Lewis acid-assisted oxidative addition to form a neutral organoiron(IV) intermediate, which leads to an Fe(II)/Fe(IV) catalytic cycle, where the fluorido ligand and the Mg ion play key roles.

Bulletin of the Chemical Society of Japan 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

Liu, Wenbo published the artcileCu₂O-Catalyzed Conversion of Benzyl Alcohols Into Aromatic Nitriles via the Complete Cleavage of the C≡N Triple Bond in the Cyanide Anion, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Chemistry – An Asian Journal (2021), 16(21), 3509-3513, database is CAplus and MEDLINE.

Nitrogen transfer from cyanide anion to an aldehyde is emerging as a promising method for the synthesis of aromatic nitriles. However, this method still suffers from a disadvantage that a use of stoichiometric Cu(II) or Cu(I) salts is required to enable the reaction. As authors report herein, overcame this drawback and developed a catalytic method for nitrogen transfer from cyanide anion to an alc. via the complete cleavage of the C≡N triple bond using phen/Cu₂O as the catalyst. The present condition allowed a series of benzyl alcs. to be smoothly converted into aromatic nitriles in moderate to high yields. In addition, the present method could be extended to the conversion of cinnamic alc. to 3-phenylacrylonitrile.

Chemistry – An Asian 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, 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

Cruz, Thais R. published the artcileNew dmso-ruthenium catalysts bearing N-heterocyclic carbene ligands for the ring-opening metathesis of norbornene, Synthetic Route of 258278-25-0, the publication is New Journal of Chemistry (2019), 43(16), 6220-6227, database is CAplus.

Novel DMSO Ru(II) complexes of N-heterocyclic carbenes [RuCl₂(S-DMSO)₂(SIMes)] (1), [RuCl₂(S-DMSO)₂(IMes)], (2) [RuCl₂(S-DMSO)₂(SIDip)] (3), and [RuCl₂(S-DMSO)₂(IDip)] (4) were successfully synthesized. The complexes 1–4 were characterized by elemental anal., FTIR, UV-visible, ¹H and ¹³C NMR, and computational studies. The polynorbornene (polyNBE) syntheses via ROMP using the complexes 1–4 as pre-catalysts in the presence of Et diazoacetate (EDA) were evaluated under different [EDA]/[Ru] and [NBE]/[Ru] ratios, temperatures (25 and 50°) and times (5-60 min). Quant. yields of polyNBEs using [NBE]/[EDA]/[Ru] = 5000/28/1 for 10 min at 25° were obtained. The order of magnitude of 10⁵ g mol^-1 for M_n and PDI values ranging from 1.2 to 3.5 were measured by SEC. A study combining exptl. data and computational calculations was performed to elucidate the mechanism of ROMP of NBE mediated by the complexes 1–4 as pre-catalysts. The proposed mechanism suggests the occurrence of a dissociative reaction of the complexes 1–4, losing a DMSO ligand as the 1st step, resulting in a 14-electron species, which reacts with EDA to form the metal-carbene, followed by discoordination of the 2nd DMSO mol. for coordination of NBE.

New Journal of 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, Synthetic Route of 258278-25-0.

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