cyclic anhydride reaction with amine

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abstract = "The validity of extrapolating the reactivity of low molar mass compounds in solution to the polymer‐analogous chemistry between polymer‐bound functionality is investigated for the reaction of primary amines with cyclic anhydrides in the moderately polar solvents, anisole and tetraethyleneglycol dimethylether. They developed biomimetic peptide catalysts by combinatorial synthesis. US Patent 2824822, 1958; Ref. 10, p. 857.

CAS  A Significant decrease in both reaction rates is observed upon changing the primary amine from aliphatic to benzylic, benzylic to 1,2‐diphenylethylamine, and 1,2‐diphenylethylamine to polystyrene‐bound 1,2‐diphenylethylamine. The silica-bound phenyl-diazo groups were also used for coupling reactions with single-stranded DNA, and the product was expected to be useful for DNA hybridization reactions.190. The product is normally the oxo acid in near 50% yields. and Heitmeier, D.E., J. Org. By continuing you agree to the use of cookies. The reaction of acetic anhydride with triethylaluminum was first studied at room temperature (solvent n-hexane). Tertiary amines, polyamines, and acid anhydrides are the three main types of epoxy curing agents. By an example of one of amido acids a conformational analysis was performed and character of hydrogen bonds was studied using quantum-chemical calculations by PM3 procedure. 5.1., 1998. L. Bannwart, S. Abele, S. Tortoioli, Synthesis, 2016, 48, 2069-2078. The kinetics of amic‐acid formation and imidization of polymeric and small molecule mixtures measured by Fourier‐Transform Infrared Spectroscopy at near‐ambient and elevated temperatures are compared. Subsequent treatment with L-Selectride gives tetrahydropyran-4-ones with excellent 2,6-cis-diasteroselectivity (15OBC4743). reported desymmetrization of diols with 5 mol% chiral Sn catalyst and 32% ee was observed.22a Then Iwaki et al. Presumably a redox reaction generates the radicals required. Padwa, AR, Sasaki, Y, Wolske, KA & Macosko, C 1995, '. Cyclic acid anhydride reactions with triorganoaluminum compounds account for most of the literature in this area. The molecule is characterized by three planes defined by the phenyl, amide, and carboxylic acid groups, which are twisted with respect to each other.

© 1995 John Wiley & Sons, Inc. AB - The validity of extrapolating the reactivity of low molar mass compounds in solution to the polymer‐analogous chemistry between polymer‐bound functionality is investigated for the reaction of primary amines with cyclic anhydrides in the moderately polar solvents, anisole and tetraethyleneglycol dimethylether. M. Tokunaga, A. Hamasaki, in Comprehensive Chirality, 2012. These chemicals are all petroleum based and are generally synthesized through complicated chemical processes. The anhydride units react with amine chain ends to form imide groups. Article  Tadao Sugimoto, in Monodispersed Particles, 2001. 42, p. 936.

Like the amines, once again the stoichiometric quantity of anhydride as calculated by the following equation may not provide the optimum production value with a commercial epoxy resin: Owing to the fact that the anhydride can undergo a competing chemical reaction with any hydroxyl group present, experience has shown that the preferred value determined by experiment is usually around 85–100% of the calculated theoretical stoichiometry. Yamada et al.,15f Dalaigh and Connon,18c Priem et al.,18d Naraku et al.,18e Jeong et al.,18f and Spivey et al.18g also carried out kinetic resolution by chiral DMAP derivatives.18h.

In this case, (S,S)-Et-FerroTANA 176 was used as asymmetric phosphine ligand. Further polyfunctionalized derivatives were achieved through enantioselective formal [3 + 3] cycloaddition reaction of α,β-unsaturated N-acyltriazoles with 1,3-diketones (Scheme 38) (15CC14628) and asymmetric Michael addition of α,β-disubstituted enals with 1,3-diketones (15CC4473), mediated by NHC catalysts. Acetate esters were formed with all the alkoxides except diethylaluminum 2-methyl-2-butanolate. B. Imide.

The reaction with ammonia.

The reaction was exothermic and the initial reaction mixture was yellow, suggesting a charge transfer complex was formed. Since then, Kawamata and Oriyama has worked on proline derivatized diamine catalysts and reported kinetic resolution of variety of secondary alcohols.19b. Use the link below to share a full-text version of this article with your friends and colleagues. The combined IR and NMR spectra suggest the product before hydrolysis is an oxygen bridged dimer of the dimethylaluminum enolate salt. As a result, they successfully obtained polystyrene-coated silica particles with surface amino groups.205 The reactions are summarized in Scheme 6. Zh.

10.1002/(SICI)1099-0518(19980730)36:10<1573::AID-POLA9>3.0.CO;2-R. Synthesis and characterization of an amine-functional SAN for the compatibilization of PC/ABS blends. found an effective chiral organotin catalyst for kinetic resolution of 1,2-diols, where krel=24 was obtained.22b They achieved an improvement with Ph-Box–Cu complexes as catalyst. The same ruthenium complex catalyzes the decarbonylative addition of various. Padwa AR, Sasaki Y, Wolske KA, Macosko C. Padwa, Allen R. ; Sasaki, Yoro ; Wolske, Kurt A. ; Macosko, Chris. N2 - The validity of extrapolating the reactivity of low molar mass compounds in solution to the polymer‐analogous chemistry between polymer‐bound functionality is investigated for the reaction of primary amines with cyclic anhydrides in the moderately polar solvents, anisole and tetraethyleneglycol dimethylether. It introduces their chemical reactivity in a general way. Honda, Y., Date, T., Hiramatsu, H., and Yamauchi, M., Chem. Dnepropetrovsk National University, Dnepropetrovsk, 49625, Ukraine, L. I. Kas’yan, V. A. Pal’chikov & I. N. Tarabara, Ukraine State University of Chemical Engineering, Dnepropetrovsk, Ukraine, Institute of Organic Chemistry at Rhein-Westfalen Technical University, Aachen, Germany, Research and Development Enterprise Single Crystals Institute, Ukrainian Academy of Sciences, Kharkov, Ukraine, You can also search for this author in This is a preview of subscription content, log in to check access.

Wein-heim., 1994, vol. A Significant decrease in both reaction rates is observed upon changing the primary amine from aliphatic to benzylic, benzylic to 1,2‐diphenylethylamine, and 1,2‐diphenylethylamine to polystyrene‐bound 1,2‐diphenylethylamine. Model reaction for the synthesis of polyhydroxyurethanes from cyclic carbonates with amines: Substituent effect on the reactivity and selectivity of ring-opening direction in the reaction of five-membered cyclic carbonates with amine. The reaction was extended to a catalytic system using substoichiometric amount of Ti-TADDOLate in the presence of Al(Oi-Pr)3 (Scheme 9).

High yields of pyrazole-fused 4H-pyran-4-ones result from tandem cyclization of 2-diazo-3,5-dioxo-6-ynoates performed in the presence of triethylamine and using ethanol as solvent (15OL4651). Journal of Polymer Science Part A: Polymer Chemistry. Table 7. Similarly, they prepared polystyrene-coated silica with surface hydroxyl groups or p-nitrobenzenesulfonate groups to be further converted to diverse functional groups with different nucleophiles.206 For example, the p-nitrobenzenesulfonate group initiates ring-opening cationic polymerization of 2-methyl-2-oxazoline.207 It is also possible to coat silica with polymethylmethacrylate or poly(2-hydroxyethylmethacrylate) by use of AAP.208 As Yoshinaga et al.208 found that PMMA and PHEMA did not coat silica particles in this polymerization when 2,2'-azobis(isobutylonitrile) (AIBN) was used instead of AAP, the specific affinity of AAP to silica has been suggested even in the non-aqueous media.

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