Category: nitriles-buliding-blocks

Xu, Hong-mei published the artcilePreparation of (R)-o-chloromandelic acid through dynamic kinetic resolution of o-chloromandelonitrile by whole cells of Alcaligenes faecalis CGMCC 1.2006, Quality Control of 13312-84-0, the publication is Fenzi Cuihua (2014), 28(2), 174-181, database is CAplus.

Alcaligenes faecalis CGMCC 1.2006 with higher arylacetonitrilase activity and moderate enantioselectivity towards o-chloromandelonitrile was screened from six microbial strains belonging to Alcaligenes faecalis. The regulating effects of reaction medium on both activity and enantioselectivity of arylacetonitrilase were studied. The addition of water-soluble co-solvents such as methanol into the reaction medium decreased the activity of arylacetonitrilase, but enhanced the enantioselectivity significantly. Addition of non-ionic surfactants possessed the reverse effects. The effects of reaction conditions such as substrate concentration, cell concentration, pH, temperature and reaction time on the activity and enantioselectivity of arylacetonitrilase were also optimized systematically. Under the optimal reaction conditions, the fed-batch production of (R)-o-chloromandelic acid was attained with 32.2 g/L productivity within 22 h, in 82.4% yield and 93.1% ee. With o-chlorobenzaldehyde and potassium cyanide as the substrates, (R)-o-chloromandelic acid was also produced in 89.5% yield and 98.6% ee.

Fenzi Cuihua published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C12H23N3S, Quality Control of 13312-84-0.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Liu, Huijun published the artcileHighly chemoselective and efficient Strecker reaction of aldehydes with TMSCN catalyzed by MgI₂ etherate under solvent-free conditions, Recommanded Product: 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2019), 194(9), 933-936, database is CAplus.

Strecker reaction of various substituted aromatic aldehydes, heteroaromatic aldehydes, aliphatic aldehydes and α,β-unsaturated aldehydes with trimethylsilyl cyanide (TMSCN) was realized in the presence of 5 mol % of MgI₂ etherate in a mild, efficient and highly chemoselective manner under solvent-free conditions.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Recommanded Product: 2-(2-Chlorophenyl)-2-hydroxyacetonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Anand, Devireddy published the artcileA photocatalytic sp³ C-S, C-Se and C-B bond formation through C-C bond cleavage of cycloketone oxime esters, HPLC of Formula: 238088-16-9, the publication is Organic & Biomolecular Chemistry (2019), 17(3), 533-540, database is CAplus and MEDLINE.

The photocatalytic thiolation, selenylation and borylation of cycloketone oxime esters through iminyl radical-triggered C-C bond cleavage were described. The reactions provide a unified approach to alkyl sulfur, selenium and boron compounds tethered to a synthetically useful nitrile group.

Organic & Biomolecular Chemistry published new progress about 238088-16-9. 238088-16-9 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Aliphatic cyclic hydrocarbon,Boronic Acids,Boronate Esters, name is 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)butanenitrile, and the molecular formula is C10H18BNO2, HPLC of Formula: 238088-16-9.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Haselwander, T. F. A. published the artcileVinylic polymerization of norbornene by Pd(II) catalysis in the presence of ethylene, Product Details of C10H12F6N4O6PdS2, the publication is Macromolecular Rapid Communications (1997), 18(8), 689-697, database is CAplus.

Pd(II) catalysts with nitrilo ligands and BF₄^– counter ions give the best results in vinylic polymerization of norbornene. Absolute mol. weight determination of polynorbornene (PN) by means of light scattering and the 3-dimensional shape of PN were also investigated. Correlation of mol. weights M̅_w with intrinsic viscosity (Staudinger-index) [η] gave a close to 0.5 exponent for the Mark-Houwink equation with solvents chlorobenzene and cyclohexane at 25° as expected for polymer mols. with confined conformation. The vinylic polymerization of norbornene with [(CH₃CN)₄Pd][BF₄]₂ in nitromethane in the presence of ethylene results in PN with narrow mol. weight distribution. No termination and transfer reactions were found, nor any incorporation of ethylene could be detected.

Macromolecular Rapid Communications published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Product Details of C10H12F6N4O6PdS2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Gramage-Doria, Rafael published the artcileGold(I) Catalysis at Extreme Concentrations Inside Self-Assembled Nanospheres, Related Products of nitriles-buliding-blocks, the publication is Angewandte Chemie, International Edition (2014), 53(49), 13380-13384, database is CAplus and MEDLINE.

Homogeneous transition-metal catalysis is a crucial technol. for the sustainable preparation of valuable chems. The catalyst concentration is usually kept as low as possible, typically at mM or μM levels, and the effect of high catalyst concentration is hardly exploited because of solubility issues and the inherent unfavorable catalyst/substrate ratio. Herein, a self-assembly strategy is reported which leads to local catalyst concentrations ranging from 0.05 M to 1.1 M, inside well-defined nanospheres, while the overall catalyst concentration in solution remains at the conventional mM levels. The authors disclose that only at this high concentration, the gold(I) chloride is reactive and shows high selectivity in intramol. C-O and C-C bond-forming cyclization reactions.

Angewandte Chemie, International Edition published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Clauss, Reike published the artcilePhosphorus guiding palladium: [4 + 4] metallomacrocyclic Pd^II complex and self-assembly of heterometallic Pd^II/Zn^II grid-type complex, Related Products of nitriles-buliding-blocks, the publication is Dalton Transactions (2022), 51(25), 9632-9641, database is CAplus and MEDLINE.

The reaction of heteroditopic ligand 1 featuring a hard pyridine-hydrazone-pyrimidine (N,N,N) site and a softer pyrimidine-hydrazone-phosphane (N,N,P) pocket with [Pd(CH₃CN)₄](OTf)₂ in different metal-to-ligand ratios (M:L) gave the homobimetallic Pd^II complex [Pd₂(1)(CH₃CN)₂](OTf)₄ (2, M:L ratio 2:1), the [4 + 4] metallomacrocyclic Pd^II complex [Pd(1)]₄(OTf)₈ (3, M:L ratio 1:1) and the monometallic complex [Pd(1)₂](OTf)₂ (4, M:L ratio 1:2). The soft N,N,P pocket preferably coordinates Pd^II, while the harder N,N,N coordination site selectively binds Zn^II forming the homoleptic meridional “corner” complexes [Zn(1)₂](OTf)₂ (5) and [Pd₂Zn(1)₂](OTf)₆ (6). The distinctive coordination behavior of ligand 1 is highlighted by the self-assembly of the heterometallic Pd^II/Zn^II grid-type complex [Pd₂Zn₂(1)₂](OTf)₈ (7) in a one-pot reaction. Complexes 2–7 were characterized by mass spectrometry, UV/Vis and NMR spectroscopy including DOSY NMR, and single-crystal X-ray diffraction studies were performed for 2–4 and 7.

Dalton Transactions published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Chen, Zhi-Min published the artcilePalladium-Catalyzed Enantioselective Redox-Relay Heck Arylation of 1,1-Disubstituted Homoallylic Alcohols, Computed Properties of 68569-14-2, the publication is Journal of the American Chemical Society (2016), 138(36), 11461-11464, database is CAplus and MEDLINE.

An enantioselective redox-relay oxidative Heck arylation of 1,1-disubstituted alkenes to construct β-stereocenters was developed using a new pyridyl-oxazoline ligand. Various 1,2-diaryl carbonyl compounds were readily obtained in moderate yield and good to excellent enantioselectivity. Addnl., anal. of the reaction outcomes using multidimensional correlations revealed that enantioselectivity is tied to specific electronic features of the 1,1-disubstituted alkenol and the extent of polarizability of the ligand.

Journal of the American Chemical Society published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Computed Properties of 68569-14-2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Hennen, William J. published the artcileSynthesis of 4-substituted 5-amino-2-(β-D-ribofuranosyl)thiazoles and 4-substituted 5-amino-2-(β-D-ribofuranosyl)selenazoles, and their respective conversion into 2-(β-D-ribofuranosyl)thiazolo[5,4-d]pyrimidines and 2-(β-D-ribofuranosyl)selenazolo[5,4-d]pyrimidines. A new synthesis of tiazofurin and selenazofurin, Application In Synthesis of 5098-14-6, the publication is Journal of Organic Chemistry (1985), 50(10), 1741-6, database is CAplus.

Anhydroallonothioate (I; Z = S) and -selenoate (I; Z = Se), prepared by treatment of anhydroallonimidate (I; Z = NH) with H₂S and H₂Se, underwent cyclocondensation with H₂NCH(CN)₂, NCCN(NH₂)CONH₂, or NCCH(NH₂)CO₂Et to give C-nucleosides II (X = S, R = NH₂, R¹ = cyano; X = S, Se, R = NH₂, R¹ = CONH₂; X = S, Se, R = NH₂, R¹ = CO₂Et). II (X = S, R = NH₂, R¹ = cyano; X = S, Se, R = NH₂, R¹ = CONH₂) were further cyclized with H₂NCH:NH or HC(OEt)₃ to give thiazolo- and selenazolopyrimidine C-nucleosides, e.g., III (X = S, Se). II (X = S, Se, R = NH₂, R¹ = CO₂Et) were converted in 2 steps into tiazofurin and selenazofurin (II; X = S, Se, R = H, R¹ = CONH₂), resp.

Journal of Organic Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C10H11N3O3S, Application In Synthesis of 5098-14-6.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Trost, Barry M. published the artcileHighly Stereoselective Synthesis of α-Alkyl-α-Hydroxycarboxylic Acid Derivatives Catalyzed by a Dinuclear Zinc Complex, Formula: C9H6N2O2, the publication is Angewandte Chemie, International Edition (2012), 51(26), 6480-6483, S6480/1-S6480/101, database is CAplus and MEDLINE.

The authors describe a highly diastereo- and enantioselective nitro-Michael reaction of 5H-oxazol-4-ones. The process provides a range of highly functionalized α-alkyl-α-hydroxycarboxylic acid derivatives in high yields. For example, reacting β-nitrostyrene with methyloxazolone I gave the desired product II in 95% yield (d.r. = 15.6:1, 88% ee) in the presence of ZnEt₂ and phenol ligand III.

Angewandte Chemie, International Edition published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C30H24BrCuN2P, Formula: C9H6N2O2.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Kitanosono, Taku published the artcileHydrogen-Bonding-Assisted Cationic Aqua Palladium(II) Complex Enables Highly Efficient Asymmetric Reactions in Water, Related Products of nitriles-buliding-blocks, the publication is Angewandte Chemie, International Edition (2021), 60(7), 3407-3411, database is CAplus and MEDLINE.

Metal-bound water mols. have recently been recognized as a new facet of soft Lewis acid catalysis. Herein, a chiral palladium aqua complex was constructed that enables carbon-hydrogen bonds of indoles to be functionalized efficiently. We embraced a chiral 2,2′-bipyridine as both ligand and hydrogen-bond donor to configure a robust, yet highly Lewis acidic, chiral aqua complex in water. Whereas the enantioselectivity could not be controlled in organic solvents or under solvent-free conditions, the use of aqueous environments allowed the σ-indolylpalladium intermediates to react efficiently in a highly enantioselective manner. This work thus describes a potentially powerful new approach to the transformation of organometallic intermediates in a highly enantioselective manner under mild reaction conditions.

Angewandte Chemie, International Edition published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts