Category: quinuclidine

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

Tanaka, Takaaki published the artcileElectrical properties of crosslinked aliphatic polyurea thin films prepared by vapor deposition polymerization, Synthetic Route of 1761-71-3, the publication is Japanese Journal of Applied Physics (2020), 59(3), 036502, database is CAplus.

Vapor deposition polymerization (VDP) is a method for producing high-performance polymeric thin films, such as polyimide, polyamide and polyurea, by co-evaporation of two types of bi-functional monomers on the substrate surface. Polymeric films obtained by VDP have a high dielec. constant and high breakdown voltage and low impurity content due to being solvent-free. In this study, polyurea thin films were prepared by VDP. The relation between the elec. properties and the chem. structures was investigated by IR spectroscopy. The IR spectra of the crosslinked aliphatic polyurea thin films indicated strong intermol. hydrogen bonds even in the disordered network structure without mol. orientation. In addition, the crosslinking agent gave rise to an increase in the concentration of urea groups. Both effects of the crosslinking agent may have contributed to the simultaneous improvement of the dielec. constant and the dielec. loss, even though they generally have a trade-off relationship.

Japanese Journal of Applied Physics published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C8H5IO, Synthetic Route of 1761-71-3.

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

Mayes, Horace A. published the artcileNitration of phenylcyclohexane and of its p-halogen derivatives, Category: quinuclidine, the publication is Journal of the Chemical Society (1929), 500-8, database is CAplus.

Cyclohexyl chloride (62 g.), 160 g. PhCl and 14 g. AlCl₃ give 74 g. p-chlorophenylcyclohexane (I), b₁₀ 134°, b₁₅ 140°, b₁₉ 145°, d₄²⁵ 1.065, n_D²⁵, 1.5386. Oxidation gives p-ClC₆H₄-CO₂H. The p-Br derivative (II), b₂₃ 160°, d₄²⁵ 1.283, n_D²⁵ 1.5584, results similarly in 65% yield. The p-NH₂: derivative, through diazo reaction, gives the p-I derivative (III), b₂₁ 185°’, b₁₁ 174°, d₄¹⁹ 1.448, n_D²⁵ 1.5900. Nitration of phenyleyclohexane in AcOH at 0° gives 62.2% of the p-NO₂ derivative, m. 57.5-8.5°; the o-NO₂ derivative, b₁₀ 174°, d₄²³ 1.111, n_D²⁶ 1.5472. With HNO₃ (d. 1.5) at 0° there results the p-NO₂ derivative and the 2,4-di-NO₂ derivative, pale yellow, m. 57°. p-Aminophenylcyclohexane, m. 55°, results almost quant. by reducing with Fe and very dilute HCl; Ac derivative, m. 129°; 2-NO₂ derivative, yellow, m. 65°, reduced to the 2,4-di-NH₂ derivative, m. 108° (Ac derivative, m. 268°). I, added to 8 times its weight of HNO₃ (d. 1.5) at 0° to -5°, gives the 2,5-di-NO₂ derivative (IV), m. 92°; 4-piperidino derivative, orange-yellow, m. 108°. Nitration of I in AcOH at 5-10° gives about 56% of the 3-NO₂ derivative Nitration of II gives 38% of the 3-NO₂ compound III and HNO₃ give p-IC₆H₄NO₂. p-Acetylphenylcyclohexane, m. 68-9°, in 60% yield from phenylcyclohexane, AcCl, AlCl₃ and CS₂; phenylhydrazone, yellow, m. 105°. Oxidation gives p-cyclohexylbenzoic acid, m. 109° (Na salt, needles). Reduction of IV gives 4-chloro-2,5-diaminophenylcyclohexane, m. 95-6°.

Journal of the Chemical Society published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.

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

Hubbard, Robert L. published the artcileAn empirically derived model for further increasing microwave curing rates of epoxy-amine polymerizations, Product Details of C13H26N2, the publication is Journal of Applied Polymer Science (2021), 138(1), 49635, database is CAplus.

The reaction rates of common epoxy resins with diamine crosslinking agents in uniform microwave fields have been compared according to a variety of structural features. A statistically designed exptl. matrix was used to determine that the curing rates were linearly dependent on only two significant variables, amine basicity, and degrees of rotational freedom (entropy) of the reactants. Surprisingly, the mol. polarizability, which is commonly understood to be responsible for the transfer of microwave electromagnetic energy to mols. with permanent dipoles, had no significant effect even as a dependent variable. A very high probability model was produced that accurately predicts the reactivities of epoxide and diamine reactants with respect to specific structural features. Further evidence is provided for a dominant linear pregelation polymerization and a uniform microwave reaction field.

Journal of Applied Polymer Science published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Product Details of C13H26N2.

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

Sathyanarayana, Pochampalli published the artcileIodine-catalyzed oxidative C-C bond cleavage for benzoic acids and benzamides from alkyl aryl ketones, HPLC of Formula: 20029-52-1, the publication is RSC Advances (2016), 6(27), 22749-22753, database is CAplus.

Iodine-catalyzed oxidative C-C bond cleavage has been performed for the facile synthesis of both benzoic acids and benzamides from readily available alkyl aryl ketones. Addnl. benzylidene acetones and phenylacetylenes were also converted to the corresponding aromatic acids under the same conditions. This approach features the use of inexpensive iodine as a catalyst, broad substrate scope and open air conditions.

RSC Advances published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, HPLC of Formula: 20029-52-1.

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

Park, Byeongyeon published the artcile3,4-Dihydroquinazoline derivatives inhibit the activities of cholinesterase enzymes, HPLC of Formula: 20029-52-1, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(5), 1179-1185, database is CAplus and MEDLINE.

A series of 3,4-dihydroquinazoline derivatives consisting of the selected compounds from our chem. library on the diversity basis and the new synthetic compounds were in vitro tested for their inhibitory activities for both acetylcholinesterase (AChE, from elec. eel) and butyrylcholinesterase (BChE, from equine serum) enzymes. It was discovered that most of the compounds displayed weak AChE and strong BuChE inhibitory activities. In particular, compound 8b and 8d were the most active compounds in the series against BChE with IC₅₀ values of 45 nM and 62 nM, as well as 146- and 161-fold higher affinity to BChE, resp. To understand the excellent activity of these compounds, mol. docking simulations were performed to get better insights into the mechanism of binding of 3,4-dihydroquinazoline derivatives As expected, compound 8b and 8d bind to both catalytic anionic site (CAS) and peripheral site (PS) of BChE with better interaction energy values than AChE, in agreement with our exptl. data. Furthermore, the non-competitive/mixed-type inhibitions of both compounds further confirmed their dual binding nature in kinetic studies.

Bioorganic & Medicinal Chemistry Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, HPLC of Formula: 20029-52-1.

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

Romero-Zuniga, Gabriela Yolotzin published the artcileEnhanced mechanical performance of a DGEBA epoxy resin-based shape memory polymer by introducing graphene oxide via covalent linking, Recommanded Product: 4,4-Diaminodicyclohexyl methane, the publication is Journal of Applied Polymer Science (2022), 139(2), 51467, database is CAplus.

Shape memory polymers (SMP) are prepared, via dual thiol-epoxy/thiol-ene reactions, from diglycidyl ether of bisphenol A (DGEBA), a trithiol (TMP), a tetraallyl amine (TAA), and small amounts (0.1-0.5 weight%) of graphene oxide either pristine (GO) or functionalized with methacrylate groups (GO_M). The incorporation of GO_M to the epoxy resin network permits a good load transfer, which is reflected in improved properties such as Young modulus (from 220 to 519 MPa), tensile strength (from 46.3 to 69.2 MPa), Izod impact strength (from 0.051 to 0.42 J/mm), torque (from 0.008 to 0.031 Nm), and glass transition temperature (from 75 to 105°C). Such improvement in properties is attributed to the incorporation of GO_M via covalent linking, which is a good strategy for improving polymer-particle interaction and particle dispersion. The epoxy-based SMP also show high storage modulus (up to 2.36 GPa) and high deformation capacity, which are reflected in good shape fixity (between 97% and 100%) and thermo-induced shape recovery (between 97% to 99.7%) behaviors in flexion mode tests.

Journal of Applied Polymer Science published new progress about 1761-71-3. 1761-71-3 belongs to quinuclidine, auxiliary class Ploymers, name is 4,4-Diaminodicyclohexyl methane, and the molecular formula is C13H26N2, Recommanded Product: 4,4-Diaminodicyclohexyl methane.

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

Baddam, Sudhakar Reddy published the artcileZinc triflate catalyzed synthesis of thioethers, Name: 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, the publication is Chemistry & Biology Interface (2014), 4(2), 131-136, 6 pp., database is CAplus.

Zinc triflate-catalyzed aralkylation of thiols using various substituted benzylic alcs. was developed for the synthesis of thioether (sulfide) derivatives This procedure presents a greener approach for the synthesis of sulfides.

Chemistry & Biology Interface published new progress about 162515-68-6. 162515-68-6 belongs to quinuclidine, auxiliary class Thiol,Carboxylic acid,Aliphatic cyclic hydrocarbon, name is 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid, and the molecular formula is C6H10O2S, Name: 2-(1-(Mercaptomethyl)cyclopropyl)acetic acid.

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

Neunhoeffer, Otto published the artcileTricyclohexylmethane series. II. Cyclohexylphenyl-substituted pinacols and pinacolones, Application of 4-Cyclohexylbenzoic acid, the publication is Justus Liebigs Annalen der Chemie (1936), 47-58, database is CAplus.

cf. C. A. 28, 3385.3. The action of cyclohexylmagnesium chloride (I) upon benzil gives only hydrobenzoin (quant. yield). The reaction of I and (CO₂Et)₂ (22 g.) gives 23 g. cyclohexylglyoxylic acid, b_0.5 90-100° (hydrazide, m. 199°), 22 g. Et dicyclohexylglycolate, b_0.5 123-3.5°, m. 70°, and 1.8 g. of 1,1,2-tricyclohexylethan-1-ol-2-one, m. 154°. Ph₂CHCO₂Et (II) does not react with I. Catalytic reduction of II gives Et dicyclohexylacetate, m. 88°, which also does not react with I. The Na compound of dicyclohexylphenylmethyl (III) and BzCl give only the dimer of III, m. 207°; PhCN gives triphenyltriazine, m. 230°. I and the acid Me ester of benzilic acid give 2-cyclohexyl-1-diphenylethan-1-ol-2-one, m. 112°. Catalytic reduction of benzopinacolone results in the absorption of 6 mol H₂ and the formation of 1,2-dicyclohexyl-1,1-diphenylethan-2-one (IV), m. 130°; oxidation gives Ph₂CO. Reduction of cyclohexyl Ph ketone with Zn and 50% H₂SO₄ gives a mixture of 2 forms of dicyclohexyldiphenylethylene glycol (V), m. 198° and 160°; with concentrated HCl and boiling AcOH there results IV. While IV is not reduced in the usual ways, cyclohexylmagnesium iodide gives dicyclohexyldiphenylethylene, m. 192°; BzO₂H gives the V m. 195-6°.

Justus Liebigs Annalen der Chemie published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Application of 4-Cyclohexylbenzoic acid.

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