Author: Jessica.F

Zhang, Song published the artcileAsymmetric C-H arylation for synthesis of planar chiral ferrocenes: controlling enantioselectivity using chiral phosphoric acids, Synthetic Route of 68569-14-2, the publication is Youji Huaxue (2016), 36(4), 752-759, database is CAplus.

Transition-metal-catalyzed direct activation reactions of unreactive C-H bond has been extensively developed in recent years. Although numerous synthetic methods have been reported to build diverse complex compounds, enantioselective C-H activation has not been paid much attention to probably because of the absence of suitable ligands to control the stereoselectivity in the C-H activation reaction. Herein, a Pd(0)-catalyzed enantioselective synthesis of planar chiral ferrocenes was described, and chiral phosphoric acids were used as the only chiral source to control the stereoselectivity in the C-H activation reactions.

Youji Huaxue 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 C13H16O2, Synthetic Route of 68569-14-2.

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

Evans, Richard A. published the artcileHCN dimers: iminoacetonitrile and N-cyanomethanimine, Computed Properties of 5098-14-6, the publication is Journal of the American Chemical Society (1991), 113(19), 7261-76, database is CAplus.

Iminoacetonitrile H(NC)C:NH (I) has been prepared by two methods: (i) thermal decomposition of the tosylhydrazone salts H₂N(NC)C:NN^–TosM⁺ (Tos = tosyl, M = Na, Li) at 200° and (ii) Ar matrix photolysis of azidoacetonitrile. Ab initio calculations indicate that Z–I is of slightly lower energy than E–I, and this is confirmed by the IR spectra with use of the thermal methods. E–I/Z–I undergo photochem. interconversion, giving a ca. 3:1 photostationary E:Z ratio. E–I and Z–I are fully characterized by their gas-phase, matrix, and thin-film IR spectra, which are in excellent agreement with ab initio calculations, by ¹H and ¹³C NMR spectroscopy in solution, and by mass spectrometry. I polymerizes in solution above -40°; pyrolysis produces HCN, and matrix photolysis produces HNC and van der Waals complexes containing HNC. N–tert-Butyliminoacetonitrile thermally fragments to tert-Bu isocyanide and HCN. N-Cyanomethanimine H₂C:NCN (II) has also been prepared by two methods: (i) pyrolysis of trimethylenetetrazole (III) at 500-800° and (ii) pyrolysis of ditetrazolopyrazine (IV) at 600-850°. Both methods are extremely clean. II is fully characterized by its IR spectrum in agreement with ab initio calculations and, in conjunction with other work, by its mass and millimeter-wave spectra. II is thermodynamically stable in the gas phase up to ca. 800° at low pressure and short contact times but polymerizes in the solid state above -100°.

Journal of the American Chemical Society 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, Computed Properties of 5098-14-6.

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

Tan, Emily H. P. published the artcile[(RCN)₂PdCl₂]-Catalyzed E/Z Isomerization of Alkenes: A Non-Hydride Binuclear Addition-Elimination Pathway, Product Details of C10H12F6N4O6PdS2, the publication is Angewandte Chemie, International Edition (2011), 50(41), 9602-9606, S9602/1-S9602/43, database is CAplus and MEDLINE.

[(RCN)₂PdCl₂] complexes efficiently catalyze double-bond migration and geometric E/Z interconversion in alkenes. We propose a new addition-elimination mechanism with a binuclear Pd species that selectively effects E/Z interconversion.

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 C9H9F5Si, Product Details of C10H12F6N4O6PdS2.

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

Li, Pengyu published the artcileCopper(II)-Schiff Base Complex-Functionalized Polyacrylonitrile Fiber as a Green Efficient Heterogeneous Catalyst for One-Pot Multicomponent Syntheses of 1,2,3-Triazoles and Propargylamines, Name: 2-(Chloromethyl)benzonitrile, the publication is Advanced Synthesis & Catalysis (2018), 360(8), 1673-1684, database is CAplus.

A series of copper(II)-Schiff bases-functionalized polyacrylonitrile fiber catalysts was successfully prepared using copper acetate as copper source and characterized by elemental anal., Fourier-transfer IR spectroscopy, UV-visible spectroscopy, XPS and inductively coupled plasma anal. Excellent phys. strength and thermal stability of the fiber catalysts were demonstrated by SEM, X-ray diffraction, thermogravimetric/differential scanning calorimetry anal. and mech. strength measurements. Furthermore, these catalysts were successfully applied to one-pot multicomponent copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction and aldehyde, alkyne, amine (A3) coupling reaction in which the influence of different substituent groups on the catalytic activities of fiber catalysts were investigated in detail. Among them, the bis[N-ethyl-3,5-di-tert-butyl-salicylideneiminato]copper(II)-functionalized polyacrylonitrile fiber (PANS₂F-Cu) as a green, efficient catalyst exhibited the best catalytic activity as its high hydrophobic micro-environment could aggregate the reactants to the catalytic sites and accelerate the reaction. In addition, the PAN_S2F-Cu performed well in scaled-up experiment and showed excellent recyclability (at least ten times), and these characteristics enabled it to have great potential for further applications.

Advanced Synthesis & Catalysis published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Name: 2-(Chloromethyl)benzonitrile.

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

Xia, Dao-Cheng published the artcileCrystal structure of bis([3,2-c]isoquinolin-5-amine)benzofuro[6,5-b]furancadmium(II) dichloride, Cd(C₂₄H₁₄N₄O₂)Cl₂, COA of Formula: C8H6ClN, the publication is Zeitschrift fuer Kristallographie – New Crystal Structures (2010), 225(3), 563-564, database is CAplus.

Crystal data: monoclinic, C2/c, a = 15.9926(9), b = 10.2755(4), c = 12.5031(5) Å, β = 94.725(4)°, Z = 4, 1500 observed reflections with I > 2(I), 150 refined parameters, R_gt(F) = 0.030, wR_ref(F²) = 0.055. At. coordinates are given. The structure is discussed.

Zeitschrift fuer Kristallographie – New Crystal Structures published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C24H26ClNO4, COA of Formula: C8H6ClN.

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

Shie, Jiun-Jie published the artcileAn Azido-BODIPY Probe for Glycosylation: Initiation of Strong Fluorescence upon Triazole Formation, Quality Control of 26187-28-0, the publication is Journal of the American Chemical Society (2014), 136(28), 9953-9961, database is CAplus and MEDLINE.

The authors have designed a low fluorescent azido-BODIPY-based probe AzBOCEt (Az10) that undergoes copper(I)-catalyzed 1,3-dipolar cycloadditions with alkynes to yield strongly fluorescent triazole derivatives The fluorescent quantum yield of a triazole product T10 is enhanced by 52-fold as compared to AzBOCEt upon excitation at a wavelength >500 nm. Quantum mech. calculations indicate that the increase in fluorescence upon triazole formation is due to the lowering of the HOMO energy level of the aryl moiety to reduce the process of acceptor photoinduced electron transfer. AzBOCEt is shown to label alkyne-functionalized proteins in vitro and glycoproteins in cells with excellent selectivity, and enables cell imaging and visualization of glycoconjugates in alkynyl-saccharide-treated cells at extremely low concentration (0.1 μM). Furthermore, the alkyne-tagged glycoproteins from cell lysates can be directly detected with AzBOCEt in gel electrophoresis.

Journal of the American Chemical Society published new progress about 26187-28-0. 26187-28-0 belongs to nitriles-buliding-blocks, auxiliary class Pyrrole,Nitrile, name is 2,4-Dimethyl-1H-pyrrole-3-carbonitrile, and the molecular formula is C8H6ClF3, Quality Control of 26187-28-0.

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

Lin, Yongqiang published the artcileSynthesis and anti-HIV evaluation of novel 1,3-disubstituted thieno[3,2-c][1,2,6]thiadiazin-4(3H)-one 2,2-dioxides(TTDDs), Name: 2-(Chloromethyl)benzonitrile, the publication is Bioorganic & Medicinal Chemistry (2008), 16(1), 157-163, database is CAplus and MEDLINE.

A series of novel 1,3-disubstituted thieno[3,2-c] [1,2,6]thiadiazin-4(3H)-one 2,2-dioxides (TTDDs), designed as nonnucleoside reverse transcriptase inhibitors (NNRTIs), was synthesized, structurally confirmed by spectral anal. and evaluated for their anti-HIV-1 activities by inhibition of HIV-1(IIIB)-induced cytopathogenicity in MT-4 cell culture. The structure-activity relationship studies showed marked potency of TTDD analogs as anti-HIV-1 agents. The most active and selective compound (I) had EC₅₀ of 4.0 μM and a selectivity index (SI) of >76. The structure-activity relationship (SAR) is discussed.

Bioorganic & Medicinal Chemistry published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Name: 2-(Chloromethyl)benzonitrile.

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

Gu, Zhun published the artcileSynthesis and characterization of o-cyano-DL-phenylalanine hydrochloride, SDS of cas: 612-13-5, the publication is Huaxue Yanjiu Yu Yingyong (2008), 20(7), 866-868, database is CAplus.

A method for the synthesis of the title compound [i.e., 2-cyano-DL-phenylalanine hydrochloride] is reported here. A non-natural amino acid, o-cyano-D,L-phenylalanine hydrochloride, and its four intermediates were synthesized using di-Et malonate as starting material. Factors influencing the reaction were studied, the processing methods were improved and the yield of each reaction was increased. The structures of the compounds mentioned above were determined by IR, NMR, elementary anal. and m.p.

Huaxue Yanjiu Yu Yingyong published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, SDS of cas: 612-13-5.

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

Dai, Jian-Jun published the artcilePd-catalyzed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(2), 677-679, database is CAplus and MEDLINE.

Pd-catalyzed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters.

Chemical Communications (Cambridge, United Kingdom) published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C12H14BNO2, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Xing, Yang-Yang published the artcileA Computational Mechanistic Study of Pd(II)-Catalyzed Enantioselective C(sp³)-H Borylation: Roles of APAO Ligands, Computed Properties of 68569-14-2, the publication is Journal of Organic Chemistry (2019), 84(17), 10690-10700, database is CAplus and MEDLINE.

A computational mechanistic study has been performed on Pd(II)-catalyzed enantioselective reactions involving acetyl-protected aminomethyl oxazolines (APAO) ligands that significantly improved reactivity and selectivity in C(sp³)-H borylation. The results support a mechanism including initiation of C(sp³)-H bond activation generating a five-membered palladacycle and ligand exchange, followed by HPO₄^2--promoted transmetalation. These resulting Pd(II) complexes further undergo sequential reductive elimination by coordination of APAO ligands and protonation to afford the enantiomeric products and deliver Pd(0) complexes, which will then proceed by oxidation and deprotonation to regenerate the catalyst. The C(sp³)-H activation is found to be the rate- and enantioselectivity-determining step, in which the APAO ligand acts as the proton acceptor to form the two enantioselectivity models. The results demonstrate that the diverse APAO ligands control the enantioselectivity by differentiating the distortion and interaction between the major and minor pathways.

Journal of Organic Chemistry 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 C7H7IN2O, Computed Properties of 68569-14-2.

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