Category: 1160556-64-8

Goutierre, Anne-Sophie published the artcileComparative structural analysis of biarylphosphine ligands in arylpalladium bromide and malonate complexes, Application In Synthesis of 1160556-64-8, the publication is Organometallics (2017), 36(1), 129-135, database is CAplus.

The substitution of biarylphosphine ligands was shown to have a marked impact on the α/β selectivity of the arylation of ester enolates. To get further insight into this effect, the solid-state structures of arylpalladium bromide and malonate complexes [(R₃P)Pd(Ar^F)Br]₂ and [(R₃P)Pd(Ar^F)[O:C(OMe)CHC(OMe):O]] [Ar^F = 3,5-(CF₃)₂C₆H₃] with four different biarylphosphine ligands were obtained by X-ray diffraction anal. Structural differences were not very pronounced except for the conformationally restricted CPhos ligand, which showed a bidentate coordination mode in the oxidative addition complex, whereas the other ligands form dimeric species.

Organometallics published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Application In Synthesis of 1160556-64-8.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Newman-Stonebraker, Samuel H. published the artcileUnivariate classification of phosphine ligation state and reactivity in cross-coupling catalysis, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Science (Washington, DC, United States) (2021), 374(6565), 301-308, database is CAplus and MEDLINE.

Minimal buried volume of the phosphine ligands was correlated with the stoichiometry of nickel and palladium complexes and catalytic activity in Suzuki, Heck and Buchwald amination reactions. Chemists often use statistical anal. of reaction data with mol. descriptors to identify structure-reactivity relationships, which can enable prediction and mechanistic understanding. In this study, we developed a broadly applicable and quant. classification workflow that identifies reactivity cliffs in 11 Ni- and Pd-catalyzed cross-coupling datasets using monodentate phosphine ligands. A distinctive ligand steric descriptor, min. percent buried volume [%Vbur (min)], is found to divide these datasets into active and inactive regions at a similar threshold value. Organometallic studies demonstrate that this threshold corresponds to the binary outcome of bisligated vs. monoligated metal and that %Vbur (min) is a phys. meaningful and predictive representation of ligand structure in catalysis.

Science (Washington, DC, United States) published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Recommanded Product: 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

DeBergh, J. Robb published the artcileSynthesis of Aryl Sulfonamides via Palladium-Catalyzed Chlorosulfonylation of Arylboronic Acids, Formula: C28H41N2P, the publication is Journal of the American Chemical Society (2013), 135(29), 10638-10641, database is CAplus and MEDLINE.

A palladium-catalyzed method for the preparation of sulfonamides is described. The process exhibits significant functional group tolerance and allows for the preparation of a number of arylsulfonyl chlorides and sulfonamides under mild conditions. E.g., in presence of the Pd catalyst I (L = ligand II), reaction of PhOSO₂Cl with 4-methoxyphenylboronic acid, followed by reaction with morpholine, gave 95% sulfonamide III.

Journal of the American Chemical Society published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Formula: C28H41N2P.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Yang, Yang published the artcileHighly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides, Synthetic Route of 1160556-64-8, the publication is Organic Letters (2014), 16(17), 4638-4641, database is CAplus and MEDLINE.

The highly selective palladium-catalyzed Negishi coupling of secondary alkylzinc reagents with heteroaryl halides is described [e.g., using a palladacycle precatalyst ligated by CPhos, 3-chlorobenzisothiazole was coupled with i-PrZnBr.LiCl to afford 3-isopropylbenzisothiazole in 78% yield (normal:rearranged ratio = 98:2)]. The development of a series of biarylphosphine ligands has led to the identification of an improved catalyst for the coupling of electron-deficient heterocyclic substrates. Preparation and characterization of oxidative addition complex (L)(Ar)PdBr provided insight into the unique reactivity of catalysts based on CPhos-type ligands in facilitating challenging reductive elimination processes.

Organic Letters published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C22H23ClN4, Synthetic Route of 1160556-64-8.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Kirsch, Janelle K. published the artcilePd-Catalyzed Alkene Carboheteroarylation Reactions for the Synthesis of 3-Cyclopentylindole Derivatives, Related Products of quinuclidine, the publication is Journal of Organic Chemistry (2018), 83(21), 13568-13573, database is CAplus and MEDLINE.

The Pd-catalyzed alkene carboheteroarylation of aryl and alkenyl triflate electrophiles bearing pendant alkenes with heteroaromatic nucleophiles affords substituted carbocycles with 3-indolyl or 3-pyrrolyl groups. The products are obtained in moderate to good yields, and the use of alkenyl triflate substrates produces products with high diastereoselectivities. The transformation is believed to proceed via a Friedel-Crafts-like reaction between the heteroaromatic nucleophile and an intermediate electrophilic palladium complex.

Journal of Organic Chemistry published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Related Products of quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Yang, Yang published the artcilePalladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles, Computed Properties of 1160556-64-8, the publication is Angewandte Chemie, International Edition (2013), 52(52), 14098-14102, database is CAplus and MEDLINE.

A linear-selective Negishi coupling reaction was developed and the synthesis of the target compounds was achieved by a reaction of (allyl)zinc reagents [i.e., (prenyl)zinc bromide, (farnesyl)zinc, etc.] with aryl halides, heteroaryl halides, vinyl halides. The reaction features mild reaction conditions and a broad reactant scope with respect to aryl halides and vinyl halides and (allyl)zinc coupling components. Under optimized reaction conditions [2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC][2′-(dicyclohexylphosphino-κP)-N²,N²,N⁶,N⁶-tetramethyl[1,1′-biphenyl]-2,6-diamine](methanesulfonate-κO)palladium was used as a catalyst. This synthetic approach was applied to the preparation of 6-methyl-3-(3-methyl-2-buten-1-yl)-9H-carbazol-2-ol (siamenol).

Angewandte Chemie, International Edition published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C18H20N2O12, Computed Properties of 1160556-64-8.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Babij, Nicholas R. published the artcileStereocontrolled Synthesis of Bicyclic Sulfamides via Pd-Catalyzed Alkene Carboamination Reactions. Control of 1,3-Asymmetric Induction by Manipulating Mechanistic Pathways, Safety of 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, the publication is Organic Letters (2014), 16(12), 3412-3415, database is CAplus and MEDLINE.

Arylmethyl and allylic cyclic sulfamides such as pyrroloisothiadiazinediones and pyridoisothiadiazinedione I [R = H, H₂C:CHCH₂; R¹ = Ph, 4-t-BuC₆H₄, 4-MeOC₆H₄, 4-PhCOC₆H₄, 2-MeC₆H₄, 1-cyclohexenyl, Me(CH₂)₇CH:CH; X = CH₂, CH₂CH₂; PMP = 4-MeOC₆H₄] were prepared in 43-89% yields and in 5:1-13:1 diastereoselectivities by intramol. alkene carboamination reactions of allyl-substituted heteroaryl sulfamides such as II (R = H, H₂C:CHCH₂; X = CH₂, CH₂CH₂) with aryl triflates R¹OTf [R¹ = Ph, 4-t-BuC₆H₄, 4-MeOC₆H₄, 4-PhCOC₆H₄, 2-MeC₆H₄, 1-cyclohexenyl, Me(CH₂)₇CH:CH] in the presence of Pd(OAc)₂ and the phosphine ligand CPhos III (Cy = cyclohexyl) in tert-butanol. The ligands of and conditions for palladium-catalyzed carboamination reactions may be tuned to favor either anti- and syn-aminopalladation reactions and thus to obtain different product diastereomers.

Organic Letters published new progress about 1160556-64-8. 1160556-64-8 belongs to quinuclidine, auxiliary class Mono-phosphine Ligands, name is 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine, and the molecular formula is C28H41N2P, Safety of 2′-(Dicyclohexylphosphino)-N2,N2,N6,N6-tetramethyl-[1,1′-biphenyl]-2,6-diamine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider