Tag: 200-300

Air stable, sterically hindered ferrocenyl dialkylphosphines for palladium-catalyzed C-C, C-N, and C-O bond-forming cross-couplings was written by Kataoka, Noriyasu;Shelby, Quinetta;Stambuli, James P.;Hartwig, John F.. And the article was included in Journal of Organic Chemistry in 2002.Recommanded Product: 10282-32-3 This article mentions the following:

Pentaphenylferrocenyl di-tert-butylphosphine I (R = R¹ = Ph) was prepared; the scope of various cross-coupling processes catalyzed by palladium complexes of I has been investigated. I (R = R¹ = Ph) was prepared by lithiation of ferrocene followed by removal of solvent, addition of a 5:1 pentane:THF mixture, and addition of di(tert-butyl)chlorophosphine to give mono(di-tert-butylphosphino)ferrocene with high chemoselectivity; arylation of the ferrocenylphosphine with chlorobenzene as a solvent in the presence of palladium (II) acetate and sodium tert-butoxide yielded I in 40-65% yield overall. I (R = R¹ = Ph) acts as a highly effective ligand for palladium-catalyzed amination and for Suzuki coupling reactions with aryl- and alkylboronic acids. Unactivated, electron-rich, and electron-poor aryl bromides and chlorides undergo coupling reactions in the presence of palladium complexes of I (R = R¹ = Ph) with high turnover numbers Aryl bromides were coupled to alcs. in the presence of I (R = R¹ = Ph); silanols and electron-rich phenols were coupled to activated aryl halides in the presence of I (R = R¹ = Ph). Intramol. coupling reactions of alcs. and aryl bromides were successful, although substrates with hydrogens α to the alc. oxygen underwent some β-hydride elimination. Acyclic and cyclic primary and secondary alkyl- and arylamines underwent coupling reactions with aryl bromides and chlorides in the presence of I (R = R¹ = Ph). Aryl- and primary alkylboronic acids underwent coupling reactions in the presence of I (R = R¹ = Ph); coupling of alkylboronic acids with aryl halides was successful in the absence of toxic or expensive bases. Other substituted ferrocenylphosphines I (R = R¹ = 4-MeOC₆H₄, 4-F₃CC₆H₄) were prepared but palladium catalysts derived from the ligands showed little difference in catalytic activity when compared to palladium catalysts derived from I (R = R¹ = Ph). Palladium catalysts derived from I (R = R¹ = 3,5-Me₂C₆H₃) were active in coupling reactions with aryl halides and alcs. but not in amination or Suzuki coupling reactions; I (R = Ph; R¹ = H) acted as a catalyst for coupling reactions but gave significantly decreased yields due to decreased steric hindrance of the reaction center in the palladium complexes. I (R = R¹ = Ph) not only generates highly active palladium catalysts, but is also air stable both in solution and in the solid state. Palladium(0) complexes of I (R = R¹ = Ph) are air stable solids and react only slowly with oxygen in solution The crystal structures of I(R = R¹ = Ph; R = Ph, R¹ = H) were determined by x-ray crystallog. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Recommanded Product: 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Recommanded Product: 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Intramolecular charge transfer properties of dicyanovinyl-substituted aromatics was written by Katritzky, Alan R.;Zhu, Dong Wei;Schanze, Kirk S.. And the article was included in Journal of Physical Chemistry in 1991.Recommanded Product: 2-(Anthracen-9-ylmethylene)malononitrile This article mentions the following:

A series of five dicyanovinyl (DCV)-substituted aromatic compounds (referred to collectively as Ar-DCV, where Ar = 1-Ph, 1-naphthyl, 9-anthracenyl, 9-phenanthrenyl, and 1-pyrenyl) were prepared and their ground- and excited-state properties were examined Solvent-dependent NMR studies indicate that the ground state of the Ar-DCV compounds is polar. Strong intramol. charge transfer (ICT) absorption bands were observed for each compound The position of the ICT absorption is nearly independent of solvent polarity and the molar absorptivity is related to the twist angle between the aromatic donor and the DCV acceptor. The fluorescence spectra are highly solvatochromatic and the fluorescence energy correlates with the solvent polarity parameter Δf in a variety of solvents. The fluorescence quantum yields are low and no emission was observed from phenyl-DCV. An excited-state model is proposed which explains the solvent dependence of the ICT absorption and emission of the series of Ar-DCV compounds In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Recommanded Product: 2-(Anthracen-9-ylmethylene)malononitrile).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 2-(Anthracen-9-ylmethylene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Pressure-induced emission enhancement of a series of dicyanovinyl-substituted aromatics: pressure tuning of the molecular population with different conformations was written by Wang, Qian;Li, Shayu;He, Liming;Qian, Yan;Li, Xiuping;Sun, Wenhao;Liu, Min;Li, Juan;Li, Yi;Yang, Guoqiang. And the article was included in ChemPhysChem in 2008.Recommanded Product: 55490-87-4 This article mentions the following:

Dicyanovinyl-substituted aromatic compounds (Ar-DCV; Ar = 9-anthracenyl, 1-naphthyl, 1-pyrenyl) with dual fluorescence are prepared, and their emission properties-when molecularly dispersed in a polymer medium-are studied under pressure perturbation. The total emission intensity is enhanced drastically from ambient pressure up to 70 kbar. Emission 30-107 times more intense than that at ambient pressure is observed at higher pressure. In dual emission, the enhancement of the local excited state (LE state) is significantly different from that of the intramol. charge-transfer state (ICT state). The intensity of the ICT emission increases faster (30-370 times) than that of the LE emission (<20 times). In accordance with spectroscopic data, emission dynamics at different pressures, and computational studies on the mol. conformations of these compounds, a kinetic model is proposed to explain the effect of pressure on the emissive properties of the Ar-DCV compounds from the point of view of pressure-dependent populations of the species in the ground state. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Recommanded Product: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Recommanded Product: 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

multifunctional use of heterogeneous catalyst from littered Tectona grandis leaves towards sustainable biodiesel and chemical production was written by Gohain, Minakshi;Laskar, Khairujjaman;Phukon, Hridoyjit;Bora, Utpal;Kalita, Dipul;Deka, Dhanapati. And the article was included in Waste Management (Oxford, United Kingdom) in 2020.Recommanded Product: 55490-87-4 This article mentions the following:

Waste biomass derived heterogeneous catalyst is an excellent alternative to chem. synthesized catalysts. In this work, calcined Tectona grandis leaves were proposed as an eco-friendly, renewable and low cost heterogeneous base catalyst. The prepared catalyst was examined by FTIR, XRD, XPS, SEM, EDX, TEM, TGA, BET and Hammett indicator test. The catalyst has an appealing nature towards various chem. transformations due to its basic surface sites provided by alkali and alk. earth metals. The efficiency of the catalyst was successfully investigated by its application in biodiesel production The products were confirmed by ¹H and ¹³C NMR. 100% FAME conversion was attained using a catalyst loading of 2.5 wt% under optimized reaction parameters. The catalyst was further explored for Knoevenagel condensation reaction, in which it showed its effectiveness and recyclability towards the formation of benzylidenemalononitrile derivatives of aryl aldehydes. Thus, it is a potential ‘green catalyst’ derived from waste biomass without any addition of chems. that can replace the industrial base catalysts used for biodiesel production and Knoevenagel reaction and makes the protocol environmentally benign. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Recommanded Product: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Recommanded Product: 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chemically Robust and Bifunctional Co(II)-Framework for Trace Detection of Assorted Organo-toxins and Highly Cooperative Deacetalization-Knoevenagel Condensation with Pore-Fitting-Induced Size-Selectivity was written by Seal, Nilanjan;Palakkal, Athulya S.;Singh, Manpreet;Goswami, Ranadip;Pillai, Renjith S.;Neogi, Subhadip. And the article was included in ACS Applied Materials & Interfaces in 2021.Synthetic Route of C18H10N2 This article mentions the following:

Acute detection of assorted classes of organo-toxins in a practical environment is an important sustainable agenda, whereas cooperative and recyclable catalysis can mitigate hazards by minimizing energy requirements and reducing waste generation. The authors constructed an acid-/base-stable Co(II)-framework with a network topol., (Me)₂NH₂·[Co₃(L)₂(_μ2-OH)(bpy)_1.5(H₂O)₃] (bpy = 4,4′-bipyridine, H₃L = 4,4′,4”-tricarboxytriphenylamine) with unidirectional porous channels decorated by anionic [Co₂(μ₂-OH)(COO)₄(H₂O)₃] secondary building units and neutral [CoN₂(COO)₂] nodes. Intense luminescent of the hydrolytically robust framework is harnessed for selective, fast-responsive, and regenerable detection of two detrimental organo-aromatics, 4-aminophenol (4-AP) and 2,4,6-trinitrophenol (TNP). Alongside remarkable quenching, their nanomolar detection limits (4-AP: 99.5 nM; TNP: 67.2 nM) rank among the lowest reported values in H₂O and corroborate their ultra-sensitivity. D. functional theory (DFT) calculations verify the electron-transfer route of sensing through portraying redistribution of energy levels of MOs in a three-dimensional network by each analyte and further envisages noncovalent host-guest interactions. Benefiting from the concurrent existence of an open-metal site and a triphenylamine-moiety-functionalized ligand, the activated framework acts as an outstandingly cooperative heterogeneous catalyst in deacetalization-Knoevenagel condensation under mild conditions. The acid-base dual catalysis is detailed for the 1st time from combined inputs of control experiments and DFT validations. To the best of tandem reaction, larger-sized substrate exhibits insignificant conversion, and certifies rarest pore-fitting induced size-selectivity. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Synthetic Route of C18H10N2).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Synthetic Route of C18H10N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA): a novel system for reductive amination reactions was written by Patel, Jay P.;Li, An-Hu;Dong, Hanqing;Korlipara, Vijaya L.;Mulvihill, Mark J.. And the article was included in Tetrahedron Letters in 2009.Quality Control of 4-(Benzylamino)benzonitrile This article mentions the following:

Polymethylhydrosiloxane (PMHS)/trifluoroacetic acid (TFA) was discovered as a novel metal-free system for reductive amination reactions. A variety of (het)aryl amines as well as a representative carbamate and urea were successfully alkylated by benzaldehyde in the presence of PMHS and TFA in dichloromethane at room temperature in moderate to excellent yields (28-87%). Furthermore, this reaction protocol was successfully applied to the alkylation of p-nitroaniline with a wide range of aldehydes, ketones, and a representative acetal to obtain the alkylated products in yields ranging from 40% to 92%. The current work represents one of the very few examples of PMHS being activated by a Bronsted acid. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Quality Control of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Quality Control of 4-(Benzylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Generation properties of 3-cyanocoumarins was written by Loboda, L. I.;Sokolova, I. V.;Degtyarenko, K. M.;Il’chenko, A. Ya.;Kropachev, A. V.. And the article was included in Izvestiya Vysshikh Uchebnykh Zavedenii, Fizika in 1988.Quality Control of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile This article mentions the following:

The influence was investigated of 3-cyano substitution on the spectral-luminescent and generating properties of hydroxy- and diethylaminocoumarins. In both classes of coumarins, the CN-group decreases the region of rearrangement of the maximum of the generation wavelength: in the aminocoumarins, owing to a decrease in intermol. interactions with the solvents; and in the hydroxycoumarins, owing to a shift in the equilibrium of the protolytic reaction in the direction of the anionic form. As a result, the efficiency of the generation of the anionic form of the 3-CN-hydroxycoumarins increases. The generating capability of the aminocoumarins during a given substitution decreases, and the probability of forming nonplanar conformations of the mol. decreases. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Quality Control of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Quality Control of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

ZnO nanoparticle as catalyst for efficient green one-pot synthesis of coumarins through Knoevenagel condensation was written by Kumar, B. Vinay;Naik, Halehatty S.;Girija, D.;Kumar, B. Vijaya. And the article was included in Journal of Chemical Sciences (Bangalore, India) in 2011.Related Products of 51473-74-6 This article mentions the following:

Green chem. protocols with the reusability of the nano particle as catalyst in the synthesis of coumarins is described. The zinc oxide (ZnO) nanoparticles functions as highly effective catalyst for the reactions of various o-hydroxy benzaldehydes with 1,3-dicarbonyl compounds under microwave and thermal conditions to afford the corresponding coumarins in moderate to good yields. The catalyst is inexpensive, stable, can be easily recycled and reused for several cycles with consistent activity. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Related Products of 51473-74-6).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Related Products of 51473-74-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A highly specific tetrazole-based chemosensor for fluoride ion: A new sensing functional group based on intramolecular proton transfer was written by Li, Ju-Ying;Zhou, Xin-Qi;Zhou, Yi;Fang, Yuan;Yao, Cheng. And the article was included in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2013.COA of Formula: C14H14N2O2 This article mentions the following:

A simple but highly selective colorimetric and fluorescent chemosensor for fluoride ion was prepared based on coumarin chromophore and 1H-tetrazole. Tetrazole functional group provided a novel sensing functional group containing the ESIPT structure for designing fluoride chemosensor. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6COA of Formula: C14H14N2O2).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.COA of Formula: C14H14N2O2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electrochemical reduction of pristinamycin I_A and related streptogramins in aqueous acidic medium was written by Largeron, M.;Vuilhorgne, M.;Le Potier, I.;Auziel, N.;Bacque, E.;Paris, J. M.;Fleury, M. B.. And the article was included in Tetrahedron in 1994.Recommanded Product: 10282-32-3 This article mentions the following:

The electrochem. reduction of the picolinoyl residue of pristinamycin I_A and related streptogramins was performed at a mercury cathode, in aqueous acidic medium. The presence of a peptidic lactone residue at the amide nitrogen atom markedly modified the expected cathodic behavior of pyridyl carboxamides: in particular, the pyridyl ring was reduced to tetrahydropyridine. Thanks to a series of model heterocyclic carboxamides, increasing steric hindrance at the amide nitrogen position was shown to lead to enhanced reduction of the heterocyclic ring. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Recommanded Product: 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Recommanded Product: 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts