Month: December 2022

Gohlke, R. S. published the artcileMass-spectrometric analysis. Aliphatic amines, Application of 2-Ethyl-N,N-dimethylhexan-1-amine, the publication is Anal. Chem. (1962), 1281-7, database is CAplus.

The mass spectra of 67 saturated aliphatic amines show systematic features which can be correlated with structure. The intensity of the mol. ion decreases sharply with increasing mol. weight For amines which are not substituted on the C atom, the most abundant ion is formed by the loss of the largest chain by simple bond cleavage. For ¦Á-substituted amines, the most abundant ion comes from ¦Á-¦Â cleavage with H rearrangement. The only observed exception to the correlation was diisoamylamine.

Anal. Chem. published new progress about 28056-87-3. 28056-87-3 belongs to catalysis-chemistry, auxiliary class Amine,Aliphatic hydrocarbon chain, name is 2-Ethyl-N,N-dimethylhexan-1-amine, and the molecular formula is C10H23N, Application of 2-Ethyl-N,N-dimethylhexan-1-amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tardiff, Bennett J. published the artcileRational and Predictable Chemoselective Synthesis of Oligoamines via Buchwald-Hartwig Amination of (Hetero)Aryl Chlorides Employing Mor-DalPhos, Product Details of C30H42NOP, the publication is Journal of Organic Chemistry (2012), 77(2), 1056-1071, database is CAplus and MEDLINE.

A diverse demonstration of synthetically useful chemoselectivity in the synthesis of di-, tri-, and tetraamines (62 examples) by use of Buchwald-Hartwig amination employing a single catalyst system ([Pd(cinnamyl)Cl]₂/L1; L1 = N-(2-(di(1-adamantyl)phosphino)phenyl)morpholine, Mor-DalPhos) was reported. Competition reactions established the following relative preference of this catalyst system for amine coupling partners: linear primary alkylamines and imines > unhindered electron-rich primary anilines, primary hydrazones, N,N-dialkylhydrazines, and cyclic primary alkylamines > unhindered electron-deficient primary anilines, ¦Á-branched acyclic primary alkylamines, hindered electron-rich primary anilines ? cyclic and acyclic secondary dialkylamines, secondary alkyl/aryl and diarylamines, ¦Á,¦Á-branched primary alkylamines, and primary amides. The new isomeric ligand N-[4-[di(1-adamantyl)phosphino]phenyl]morpholine (p-Mor-DalPhos, L2) was prepared in 63% yield and was crystallog. characterized; the [Pd(cinnamyl)Cl]₂/L2 catalyst system exhibited divergent reactivity. Application of the reactivity trends established for [Pd(cinnamyl)Cl]₂/L1 toward the chemoselective synthesis of di-, tri-, and tetraamines was achieved. Preferential arylation was observed at the primary alkylamine position within 2-(4-aminophenyl)ethylamine with [Pd(cinnamyl)Cl]₂/L1 and 4-chlorotoluene (affording I); the alternative regioisomer (II) was obtained when using [Pd(cinnamyl)Cl]₂/L2. These observations are in keeping with coordination chem. studies, whereby binding of 2-(4-aminophenyl)ethylamine to the in situ generated [(L1)Pd(p-tolyl)]⁺ fragment occurred via the primary amine moiety, affording the crystallog. characterized adduct [(L1)Pd(p-tolyl)(NH₂CH₂CH₂(4-C₆H₄NH₂))]⁺OTf^– in 72% yield.

Journal of Organic Chemistry published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C13H13N5O, Product Details of C30H42NOP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Alsabeh, Pamela G. published the artcileStoichiometric Reactivity Relevant to the Mor-DalPhos/Pd-Catalyzed Cross-Coupling of Ammonia and 1-Bromo-2-(phenylethynyl)benzene, Category: catalysis-chemistry, the publication is Organometallics (2012), 31(3), 1049-1054, database is CAplus.

While Mor-DalPhos/Pd precatalyst mixtures have in general proven to be highly effective for the monoarylation of ammonia employing a range of (hetero)aryl (pseudo)halide cross-coupling partners, we have observed previously that 1-bromo-2-(phenylethynyl)benzene (Ar*Br) is a challenging substrate for this catalyst system. We report herein on our efforts to examine some possible modes of catalyst inhibition by this substrate. Treatment of [CpPd(allyl)] with Mor-DalPhos in the presence of Ar*Br afforded [(¦Ê²-P,N-Mor-DalPhos)Pd(Br)(Ar*)] (1; 85%), which was transformed into [(¦Ê³-P,N,O-Mor-DalPhos)Pd(Ar*)]⁺OTf^– (3; 83%) upon treatment with AgOTf. The characterization of 3 establishes the ability of the Mor-DalPhos ligand to adopt a ¦Ê³-P,N,O structure, which may influence the course of some Pd-catalyzed amination processes. While treatment of 1 with AgOTf in the presence of ammonia, or alternatively treatment of 3 with ammonia, resulted in the clean formation of [(¦Ê²-P,N-Mor-DalPhos)Pd(NH₃)(Ar*)]⁺OTf^– (2), our efforts to isolate this compound were thwarted by the facile loss of ammonia from 2 to give 3. Neither NMR spectroscopic nor x-ray crystallog. data obtained for 1 and 3 support the existence of significant Pd¡¤¡¤¡¤alkyne interactions in these complexes. Treatment of the Pd(0) species [L₂Pd(diphenylacetylene)] (L₂ = Mor-DalPhos, 4; L₂ = CyPFtBu-JosiPhos, 5) with Ar*Br resulted in divergent behavior: while multiple phosphorus-containing products were observed in the case of 4, under analogous conditions 5 was transformed cleanly into [(¦Ê²-P,P-JosiPhos)Pd(Br)(Ar*)] (6). The identification of 6 was facilitated via independent synthesis from Ar*Br, JosiPhos, and [CpPd(allyl)] (90%). These observations suggest that the inferior performance of Mor-DalPhos relative to JosiPhos in the arylation of ammonia using Ar*Br may be attributable in part to the inefficiency with which putative [(Mor-DalPhos)Pd(alkyne)] species re-enter the catalytic cycle via C-Br oxidative addition

Organometallics published new progress about 1237588-12-3. 1237588-12-3 belongs to catalysis-chemistry, auxiliary class Mono-phosphine Ligands, name is 4-(2-(Di(adamantan-1-yl)phosphino)phenyl)morpholine, and the molecular formula is C30H42NOP, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Nithipatikom, Kasem published the artcileCharacterization and application of Raman labels for confocal Raman microspectroscopic detection of cellular proteins in single cells, COA of Formula: C18H15N3O3, the publication is Analytical Biochemistry (2003), 322(2), 198-207, database is CAplus and MEDLINE.

A method using confocal Raman microspectroscopy for the detection of cellular proteins in single intact cells was developed. Two approaches were used to improve the detection of these cellular components. First, compounds with high Raman scattering were investigated for potential use as Raman labels. Raman labels were conjugated to either biomols. or biotin and used as markers in the detection of cellular enzymes and receptors. Second, silver colloids were used to increase the surface-enhanced Raman scatter (SERS) of these Raman labels. Cresyl violet and dimethylaminoazobenzene are Raman labels that provide very sensitive SERS detection by a confocal Raman microscope with a HeNe laser at wavelength of 632.8 nm. The detection of 12-lipoxygenase and cyclooxygenase-1 in single bovine coronary artery endothelial cells and the binding of angiotensin II to its receptors in zona glomerulosa cells was demonstrated.

Analytical Biochemistry published new progress about 10510-54-0. 10510-54-0 belongs to catalysis-chemistry, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Inhibitor,Inhibitor, name is 5,9-Diaminobenzo[a]phenoxazin-7-ium acetate, and the molecular formula is C18H15N3O3, COA of Formula: C18H15N3O3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Mathis, John A. published the artcileGradient reversed-phase liquid chromatographic-electrospray ionization mass spectrometric method for the comparison of smokeless powders, Name: Bis(4-nitrophenyl)amine, the publication is Journal of Chromatography, A (2003), 988(1), 107-116, database is CAplus and MEDLINE.

A gradient reversed-phase liquid chromatog.-electrospray ionization mass spectrometric (LC-ESIMS) method was developed to determine compositional variation in the organic additives of smokeless powders. The method was optimized for the separation and detection of selected powder constituents, including diphenylamine, along with isomers of its nitroso and nitro derivatives, centralite I and II, in addition to dialkylphthalate acid esters. Com. available smokeless powders were prepared by organic liquid extraction and characterized using the LC-ESIMS method. The results demonstrate the differentiation of smokeless powders by their additive profile.

Journal of Chromatography, A published new progress about 1821-27-8. 1821-27-8 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Amine,Benzene, name is Bis(4-nitrophenyl)amine, and the molecular formula is C12H9N3O4, Name: Bis(4-nitrophenyl)amine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Manley, David W. published the artcileTitania-Promoted Carboxylic Acid Alkylations of Alkenes and Cascade Addition-Cyclizations, Quality Control of 1798-04-5, the publication is Journal of Organic Chemistry (2014), 79(3), 1386-1398, database is CAplus and MEDLINE.

Photochem. reactions employing TiO₂ and carboxylic acids under dry anaerobic conditions led to several types of C-C bond-forming processes with electron-deficient alkenes. The efficiency of alkylation varied appreciably with substituents in the carboxylic acids. The reactions of aryloxyacetic acids with maleimides resulted in a cascade process in which a pyrrolochromene derivative accompanied the alkylated succinimide. The selectivity for one or other of these products could be tuned to some extent by employing the photoredox catalyst under different conditions. Aryloxyacetic acids adapted for intramol. ring closures by inclusion of 2-alkenyl, 2-aryl, or 2-oximinyl functionality reacted rather poorly. Profiles of reactant consumption and product formation for these systems were obtained by an in situ NMR monitoring technique. An array of different catalyst forms were tested for efficiency and ease of use. The proposed mechanism, involving hole capture at the TiO₂ surface by the carboxylates followed by CO₂ loss, was supported by EPR spectroscopic evidence of the intermediates. Deuterium labeling indicated that the titania likely donates protons from surface hydroxyl groups as well as supplying electrons and holes, thus acting as both a catalyst and a reaction partner.

Journal of Organic Chemistry published new progress about 1798-04-5. 1798-04-5 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(4-(tert-Butyl)phenoxy)acetic acid, and the molecular formula is C12H16O3, Quality Control of 1798-04-5.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Manley, David W. published the artcileTitania-Promoted Carboxylic Acid Alkylations of Alkenes and Cascade Addition-Cyclizations, Quality Control of 163839-73-4, the publication is Journal of Organic Chemistry (2014), 79(3), 1386-1398, database is CAplus and MEDLINE.

Photochem. reactions employing TiO₂ and carboxylic acids under dry anaerobic conditions led to several types of C-C bond-forming processes with electron-deficient alkenes. The efficiency of alkylation varied appreciably with substituents in the carboxylic acids. The reactions of aryloxyacetic acids with maleimides resulted in a cascade process in which a pyrrolochromene derivative accompanied the alkylated succinimide. The selectivity for one or other of these products could be tuned to some extent by employing the photoredox catalyst under different conditions. Aryloxyacetic acids adapted for intramol. ring closures by inclusion of 2-alkenyl, 2-aryl, or 2-oximinyl functionality reacted rather poorly. Profiles of reactant consumption and product formation for these systems were obtained by an in situ NMR monitoring technique. An array of different catalyst forms were tested for efficiency and ease of use. The proposed mechanism, involving hole capture at the TiO₂ surface by the carboxylates followed by CO₂ loss, was supported by EPR spectroscopic evidence of the intermediates. Deuterium labeling indicated that the titania likely donates protons from surface hydroxyl groups as well as supplying electrons and holes, thus acting as both a catalyst and a reaction partner.

Journal of Organic Chemistry published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C9H7F3O3, Quality Control of 163839-73-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Corradi, Silvia published the artcileSynthesis of Bromoundecyl Resorc[4]arenes and Applications of the Cone Stereoisomer as Selector for Liquid Chromatography, Recommanded Product: (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, the publication is Journal of Organic Chemistry (2018), 83(15), 7683-7693, database is CAplus and MEDLINE.

As an extension of the authors’ studies on the multifaceted properties of C-alkylated resorc[4]arenes, the authors planned to immobilize on a solid support resorc[4]arenes with C₁₁-long side chains in the lower rim. To this purpose, the authors synthesized two conformationally diverse resorc[4]arenes containing a bromoundecyl moiety in the four axial pendants. The cone stereoisomer 6a (30% yield) was selected for the reaction with an aminopropylated silica gel (APSG) obtained from spherical Kromasil Si 100, 5 ¦Ìm particles, to give the corresponding immobilized SP-C₁₁-resorc[4]arene system. The resulting polar-embedded stationary phase was fully characterized and studied in the HPLC discrimination of the E/Z stereoisomers of naturally occurring and semisynthetic combretastatins, a family of (Z)-stilbene anticancer drugs. The chair stereoisomer 6b (20% yield), when submitted to x-ray diffraction anal., showed a noteworthy self-assembly in the crystal lattice, with intercalated hydrophobic and polar layers as a result of intermol. Br¡¤¡¤¡¤O halogen bond interactions, according to a unique stacking motif. The potential and versatility of the SP-C₁₁-resorc[4]arene stationary phase were shown as well in the separation of highly polar natural products (namely, flavonoids), under reversed-phase (RP) conditions, and of fullerenes C60 and C70, by using apolar solvents as mobile phases.

Journal of Organic Chemistry published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Recommanded Product: (E)-3-(2,4-Dimethoxyphenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Scaringi, Simone published the artcileKinetically Controlled Stereoselective Access to Branched 1,3-Dienes by Ru-Catalyzed Remote Conjugative Isomerization, Quality Control of 2051-95-8, the publication is ACS Catalysis (2021), 11(13), 7970-7977, database is CAplus.

A Ru-catalyzed conjugative isomerization of remote alkenes CH₂=CH(CH₂)₂(CH₂)_nC(=CH₂)R [n = 0, 1, 3; R = cyclohexyl, 4-phenylphenyl, 6-methoxypyridin-3-yl, adamantan-1-yl, (4S)-4-(prop-1-en-2-yl)cyclohex-1-en-1-yl, 1-phenyl-1H-pyrazol-4-yl, etc.] that affords branched 1,3-dienes E-CH₃CH₂(CH₂)_nCH=CHC(=CH)R is described. These kinetic products are obtained in high yields, good levels of regiocontrol, and high stereoselectivity. A broad range of functional groups and heterocycles are compatible with the mild reaction conditions, and isomerization is sustained over long distances. Control experiments support a metal-hydride mechanism consisting of iterative migratory insertions/¦Â-H eliminations, which is initiated preferentially at the terminal olefinic site. Two one-pot multimetallic selective catalytic sequences using [Ru/Cu] and [Ru/Rh] combinations have been developed to illustrate the synthetic potential of the process.

ACS Catalysis published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C10H10O3, Quality Control of 2051-95-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Galico, Diogo Alves published the artcileA highly sensitive luminescent ratiometric thermometer based on europium(III) and terbium(III) benzoylacetonate complexes chemically bonded to ethyldiphenylphosphine oxide functionalized polydimethylsiloxane, HPLC of Formula: 4141-48-4, the publication is New Journal of Chemistry (2018), 42(23), 18541-18549, database is CAplus.

This work reports on a ratiometric optical temperature probe consisting of a pdms-eddpo(1%)-[Tb_0.90Eu_0.10(bzac)₃](0.25%) membrane where lanthanide(III) complexes are chem. bonded to ethyldiphenylphosphine oxide functionalized polydimethylsiloxane. The ratiometric luminescent temperature probe shows a maximum relative thermal sensitivity of 11.05% K^-1 at 203 K, being one of the most sensitive lanthanide systems reported so far. Besides that, the operational range of the ratiometric probe is 158-248 K, where few systems have high sensitivity. Energy transfer is evident from terbium(III) to europium(III) contributing to the high relative thermal sensitivity of the systems. The optical probe is reversible showing a temperature uncertainty smaller than 0.08 K in the operational range.

New Journal of Chemistry published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, HPLC of Formula: 4141-48-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia