Nuclear Magnetic Resonance Spectroscopy of Schiff Bases. II. Imines Extracted from Aqueous Solution
作者： Jack H. Frost , Joseph J. Pesek
关键词:
摘要: Nuclear magnetic resonance spectroscopy is used to study netural imines formed from various aldehydes and primary amines in aqueous solution. The are then extracted into CDCl3 their formation constants the phase calculated as a function of pD. results agreement with previous studies. Decoupling experiments prove that additional splitting proton spectrum due long range coupling rather than syn-anti isomerism. possibility utilizing Schiff bases solution for synthetic purposes discussed 13C imine, isolated reaction 2-thiophenecarbaldehyde n-butylamine, reported.
sci-hub.se 参考文章(22)
YOSHIKAZU MATSUSHIMA, TOHRU HINO, Nuclear Magnetic Resonance Studies on Schiff Base and Related Compounds derived from Pyridoxal Chemical & Pharmaceutical Bulletin. ,vol. 16, pp. 2277- 2282 ,(1968) , 10.1248/CPB.16.2277
J.J. Pesek, J.H. Frost, Decomposition of Thiazolidines in Acidic and Basic Solution. Spectroscopic Evidence for Schiff Base Intermediates Tetrahedron. ,vol. 31, pp. 907- 913 ,(1975) , 10.1016/0040-4020(75)80099-8
William P. Jencks, Catalysis in chemistry and enzymology ,(1969)
N.M.D. Brown, D.C. Nonhebel, NMR spectra of intramolecularly hydrogen-bonded compounds—II : Schiff bases of β-diketones and o-hydroxycarbonyl compounds Tetrahedron. ,vol. 24, pp. 5655- 5664 ,(1968) , 10.1016/0040-4020(68)88164-5
Roland G. Kallen, William P. Jencks, The Mechanism of the Condensation of Formaldehyde with Tetrahydrofolic Acid Journal of Biological Chemistry. ,vol. 241, pp. 5851- 5863 ,(1966) , 10.1016/S0021-9258(18)96350-7
G. Dudek, E.P. Dudek, Spectroscopic studies of keto-enol equilibria-X Tetrahedron. ,vol. 23, pp. 3245- 3251 ,(1967) , 10.1016/S0040-4020(01)92294-X
Otto Alphonse. Gansow, Richard H. Holm, Detection and identification of intermediates and products of a nonenzymic transamination reaction by proton resonance Journal of the American Chemical Society. ,vol. 90, pp. 5629- 5631 ,(1968) , 10.1021/JA01022A068
E. H. Abbott, A. E. Martell, Nuclear magnetic resonance spectra of pyridoxylidene (amino acids) aluminum (3) complexes and detection of a possible general intermediate in metal-catalyzed reactions of vitamin B. Journal of the American Chemical Society. ,vol. 95, pp. 5014- 5019 ,(1973) , 10.1021/JA00796A038
Jack. Hine, Francis A. Via, Judith K. Gotkis, John C. Craig, Kinetics of the formation of N-isobutylidenemethylamine from isobutyraldehyde and methylamine in aqueous solution Journal of the American Chemical Society. ,vol. 92, pp. 5186- 5193 ,(1970) , 10.1021/JA00720A031
Joseph J Pesek, Jack H Frost, Nuclear Magnetic Resonance Spectroscopy of Schiff Bases. I. Imines in Aqueous Solution Journal of Magnetic Resonance. ,vol. 15, pp. 520- 528 ,(1974) , 10.1016/0022-2364(74)90154-1