Heterocyclic Building Blocks-Quinuclidine

Wang, Haibo published the artcilePincer thioamide and pincer thioimide palladium complexes catalyze highly efficient Negishi coupling of primary and secondary alkyl zinc reagents at room temperature, Quality Control of 20029-52-1, the publication is Chemistry – A European Journal (2009), 15(6), 1499-1507, database is CAplus and MEDLINE.

Two pincer thioamide and thioimide Pd^II complexes were synthesized from 2,6-bis(butylaminothiocarbonyl)pyridine and their structures were confirmed by X-ray anal. Both complexes were found to be efficient catalysts for Negishi couplings involving primary and secondary alkylzinc reagents bearing β-hydrogen atoms. At a concentration of 0.1- 0.5 mol% both catalysts readily promoted reactions at room temperature or even at 0 °C. The operational simplicity of these processes, in conjunction with the easy accessibility of both catalysts and substrates, promises synthetic utility of this new methodol. An experiment on a scale of 19.35 g carried out at very low catalyst loading (turnover number: 6100 000) highlighted the potential application of the catalytic system. Monoalkyl and dialkylzinc reagents displayed different reactivities and selectivities in reactions with aryl iodides, and isomerization in reactions involving acyclic secondary alkyl zinc derivatives was suppressed by using appropriate amounts of dialkylzinc reagents. Based on preliminary kinetic profiles and reaction evidence, three possible pathways are proposed for the reactions involving acyclic secondary alkyl zinc reagents to rationalize the difference between monoalkyl and dialkyl zinc derivatives

Chemistry – A European Journal 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 C20H17FO4S, Quality Control of 20029-52-1.

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

Reinheimer, John D. published the artcileThe oxidation of β-aroylpropionic acids by sodium hypochlorite, Application of 4-Cyclohexylbenzoic acid, the publication is Ohio Journal of Science (1957), 26-8, database is CAplus.

The title acids and their oxidation products are good detection derivatives for the hydrocarbons and the acids themselves. For sec-butylbenzene, ethylbenzene, mesitylene, butylbenzene, m-xylene, benzene, propylbenzene, Tetralin, tert-butylbenzene, toluene, o-xylene, phenylcyclohexane, cumene, β-methylnaphthalene, naphthalene, biphenyl, acenaphthene, and fluorene, the m.ps. of the aroylpropionic acid derivatives are, resp., 95.5-6.5°, 107.5-8.5°, 109-9.5°, 111-13.5°, 112-13°, 116.5-17.5°, 120.5-2.5°, 121-2°, 123.5-25°, 127.5-8.5°, 130-1°, 136-6.5°, 139.5-41.5°, 165-6°, 172-3°, 187.5-88°, 209-10°, and 212-13°, and the m.ps. of the corresponding oxidation products are, resp., 92.5-3.5°, 111-12°, 148-50°, 101-2°, 125.1-6.6°, 121.7°, 141.4-1.9°, 152.2-53°, 164.1-5.2°, 180.5-81°, 165.4-5.9°, 191.5-3.5°, 116.6-18°, 228.5-30.5°, 182-3°, 223.5-4.5°, 217-17.5°, and above 250° (sublimes). The oxidizing solution was prepared by dissolving 2 g. NaOH in 40 ml. 5.25% NaOCl and diluting to 100 ml.; 1 g. of aroylpropionic acid was dissolved therein and warmed on a water bath for 20-30 min., refluxed 0.5 hr., filtered, cooled, and precipitated with SO₂. The water-washed derivative was recrystallized from ethanol or ethanol-water; yields for the various oxidation derivatives ranged from 52 to 97%.

Ohio Journal of Science 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

Li, Hui published the artcileWell-defined DNA-polymer miktoarm stars for enzyme-resistant nanoflares and carrier-free gene regulation, Application of Dbco-acid, the publication is Bioconjugate Chemistry (2020), 31(3), 530-536, database is CAplus and MEDLINE.

Herein, we report a star-architectured poly(ethylene glycol) (PEG)-oligonucleotide nanoconjugate of a well-defined mol. structure. Based upon fullerene C₆₀ cores, each star bears precisely 1 DNA strand and 11 polymer chains. The elevated PEG d. provides the DNA with steric selectivity: the DNA is significantly more resistant to nuclease digestion while remaining able to hybridize with a complementary sequence. The degree of resistance increases as the centers of mass for the DNA and fullerene are closer together. Such steric selectivity reduces protein-related background signals of the nanoflares synthesized from these miktoarm star polymers. Importantly, the stars improve cellular uptake and regulate gene expression as a non-cytotoxic, single-entity antisense agent without the need for a transfection carrier.

Bioconjugate Chemistry published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Application of Dbco-acid.

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

Liu, Chong published the artcileStrain-Promoted Click Modification of a Mesoporous Metal-Organic Framework, Application of Dbco-acid, the publication is Journal of the American Chemical Society (2012), 134(46), 18886-18888, database is CAplus and MEDLINE.

Strain-promoted click chem. was used to post-synthetically modify the pore walls of azide-functionalized mesoporous bio-MOF-100 (N₃-bio-MOF-100). The reactions proceed in high yield and produce no byproduct. This new method was used to introduce various functional groups into the MOF mesopores, including succinimidyl ester bioconjugation moieties that allow for straightforward coupling of biomols. to the pore walls.

Journal of the American Chemical Society published new progress about 1353016-70-2. 1353016-70-2 belongs to quinuclidine, auxiliary class Other Aromatic Heterocyclic,Carboxylic acid,Amide,Inhibitor,Inhibitor, name is Dbco-acid, and the molecular formula is C19H15NO3, Application of Dbco-acid.

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

Eltayeb, Mohanad published the artcileCarbodiimide-Assisted Synthesis of High Purity Bis(cyclic carbonate) Under Atmospheric Conditions for Preparation of Non-Isocyanate Polyurethane, SDS of cas: 1761-71-3, the publication is Journal of Polymers and the Environment (2021), 29(6), 1880-1893, database is CAplus.

The cyclic carbonates as non-isocyanate polyurethane (NIPU) precursors are usually prepared via CO₂ fixation under harsh conditions for a satisfactory conversion rate, which is energy-intensive. Herein, cyclic carbonate was prepared under ambient conditions with high purity and yield using a water-soluble ethyl-(N’,N’-dimethylamino)propylcarbodiimide hydrochloride (EDC) to provide a favored industrialization method. The glycerol carbonate was reacted with a furan-based dicarboxylic acid using EDC to evolve cyclic carbonates, followed by the aminolysis with different chem. structural amines to produce bio-based NIPUs. The effects of the reaction parameters on the yield and purity of bis(cyclic carbonate) were investigated. The results showed that the synthesized bis(cyclic carbonate) have a purity of 99% and a yield of > 70%. The different structures of the diamines exhibited different reactivity and mol. weights in the order of multi-functional amine > linear amine > cyclic amine. All the synthesized furan-based NIPUs presented excellent thermal stability above 350°C and glass transition temperature in the range of 51.9°C to 99.6°C. The result demonstrates the potential of this environmentally benign strategy to prepare high-performance bio-based NIPUs with interesting properties even for biomedical applications.

Journal of Polymers and the Environment 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, SDS of cas: 1761-71-3.

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

Shi, Shuai published the artcileA mild, general, and metal-free method for site-specific deuteration induced by visible light using D₂O as the source of deuterium atoms, Application In Synthesis of 162515-68-6, the publication is Green Chemistry (2020), 22(3), 669-672, database is CAplus.

A radical deuteration procedure using D₂O as the source of deuterium atoms is strongly preferred in terms of mildness, sustainability, and cost. Herein, a radical approach for site-specific, highly efficient and metal-free deuteration using D₂O under visible light conditions was disclosed. This desulfurization-deuteration strategy features mild conditions, broad substrate scope, highly efficient D-incorporation, excellent functional group compatibility, sustainable energy and is hardly affected by substrate steric factors.

Green Chemistry 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 C6H13N3O2, Application In Synthesis of 162515-68-6.

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

Stevens, Jason M. published the artcileAdvancing Base Metal Catalysis through Data Science: Insight and Predictive Models for Ni-Catalyzed Borylation through Supervised Machine Learning, Related Products of quinuclidine, the publication is Organometallics (2022), 41(14), 1847-1864, database is CAplus.

An expansive data set containing 33 substrates, 36 unique monophosphine ligands, and two solvents was produced for the NiCl₂·6H₂O catalyzed aryl (pseudo)halide borylation with tetrahydroxydiboron for a total of 1632 reactions. Exploratory data anal. revealed excellent reaction performance with simple triarylphosphines (P(p-F-Ph)₃ and P(p-Anis)₃) and mixed aryl-alkyl phosphines (PPh₂Cy), in addition to the previously established high performance with Cy-JohnPhos. The data were used to train machine learning models that predicted out of sample reaction performance with a root-mean-square error of 18.4. The important features extracted from the models identified three phosphine parameters that offered reliable reactivity thresholds for identifying optimal ligand performance. The predictive models showed reasonable performance for predicting reaction yields employing ligands not included in model training, while the important feature boundaries accurately classified the performance of 10 of the 12 external ligands examined

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 C8H15BrO2, Related Products of quinuclidine.

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

Li, Tianlei published the artcileMetallaphotoredox-catalyzed C-H activation: regio-selective annulation of allenes with benzamide, Synthetic Route of 20029-52-1, the publication is Organic Chemistry Frontiers (2021), 8(5), 928-935, database is CAplus.

An efficient annulation of benzamides I (R = 4-ClC₆H₄, 2-naphthyl, 2-thienyl, etc.) with allenes R²CCCH₂ (R¹ = C₆H₅, C(O)₂CH₃, C(O)₂CH₂C₆H₅, etc.; R² = H, CH₃) using cobalt and photoredox dual catalysis under an oxygen atm. has been described. This reaction provides a mild and environmentally friendly method for the construction of isoquinolinone scaffolds, e.g., II in good to excellent yields, demonstrating broad substrate scopes, high regioselectivity, and good functional group compatibility. Notably, the transformation features an alternative strategy for the regeneration of a cobalt catalyst with the aid of Eosin Y. Preliminary mechanistic studies reveal that a radical-mediated cascade annulation is involved in this reaction.

Organic Chemistry Frontiers 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, Synthetic Route of 20029-52-1.

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

Duan, Wen-Long published the artcileStructures, kinetic and synergistic mechanisms studies of urease inhibition of copper(II) complex based on MOSs, Related Products of quinuclidine, the publication is Journal of Molecular Structure (2020), 127958, database is CAplus.

Urea can undergo fast enzymic hydrolysis catalyzed by urease, generating a variety of N species that can cause environment damage. Therefore, urea hydrolysis can be reduced by adding urease inhibitors. Heterocyclic compound, 4,4′-methylenebis (N-(pyridine-2-lmethyl)cyclohexanamine) (L) was used to react with MCl₂(M = Zn, Cu, Co, Cd), producing a series of metal-organic salts [H₄L]⁴⁺·2 [XCl₄]^2- [X = Zn (1), Cu (2), Co (3), Cd (4)]. The salt 2 has an obvious inhibitory effect on the inhibitory activity against jack bean urease, with the IC₅₀ of 2 being 0.34 ± 0.01μΜ (0.5 h) and 0.93 ± 0.01μM (3 h). Mol. docking was used to study the inhibition mechanism, which indicates that copper complex can be used as a urease inhibitor, and the salt 2 can reduce relevant nitrogen loss.

Journal of Molecular Structure 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, Related Products of quinuclidine.

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

Guo, Jiabao published the artcileA synthesized semi-aromatic copolyamaide through synergy of three different kinds of monomers: Toward high transparency, excellent heat resistance and melt flowing property, Application of 4,4-Diaminodicyclohexyl methane, the publication is Journal of Applied Polymer Science (2021), 138(2), 49678, database is CAplus.

To fabricate the low-cost transparent polyamide with high heat resistance and good melt flowing property simultaneously is a huge challenge in many high-end fields due to the contradiction between these two properties. In order to balance this contradiction, in this paper, by using isophthalic acid (IPA, aromatic monomer), 4,4′-methylenebis(cyclohexylamine (PACM, alicyclic monomer) as rigid stereoscopic monomers, 1,6-hexanediamine (HMD, aliphatic monomer) as the flexible monomer, a series of transparent polyhexamethylene isophthalamide/poly(m-benzoyl4,4′-methylenebis(cyclohexylamine)) (PA6I/PACMI) with rigid and stereoscopic structure (corresponding to the large distance between adjacent mol. chains) were successfully synthesized). The results indicated that the newly synthesized PA6I/PACMI copolymer has an intrinsically amorphous structure and high optical transparency, which could reach as high as 90%. Furthermore, the highest glass transition temperature (T_g) of the copolymer is over 153.9°C, at the same time, the copolymer also possesses excellent melt flowing property, which can be melt processed easily. Therefore, the newly synthesized copolymer has great advantages in many fields, and it can also shed light on the design and fabrication of high-performance materials.

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, Application of 4,4-Diaminodicyclohexyl methane.

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