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Abstract:

Configurational assignment and conformational analysis of a series of iminodihydrofurans obtained from cyanoacetylenic alcohols were performed on the basis of experimental measurements and high-level ab initio calculations of their 13C-13C spin-spin coupling constants. The title compounds were shown to form and exist in solution as the individual Z isomers, adopting the orthogonal orientation of the amino, alkylamino and dialkylamino groups and the s-trans orientation of the CONH2 group at the C 4 position of the 2,5-dihydro-2-iminofuran moiety. Copyright © 2007 John Wiley & Sons, Ltd.

Registro:

Documento: Artículo
Título:Stereochemical study of iminodihydrofurans based on experimental measurements and SOPPA calculations of13C-13C spin-spin coupling constants
Autor:Krivdin, L.B.; Khutsishvili, S.S.; Shemyakina, O.A.; Mal'kina, A.G.; Trofimov, B.A.; Contreras, R.H.
Filiación:A. E. Favorsky Institute of Chemistry, Irkutsk, Siberian Branch, Russian Academy of Sciences, Favorsky St. 1, 664033 Irkutsk, Russian Federation
Department of Physics, University of Buenos Aires, CONICET Ciudad Universitaria, Pab. 1, 1428 Buenos Aires, Argentina
Favorsky Institute of Chemistry, Irkutsk, Siberian Branch, Russian Academy of Sciences, Favorsky St. 1, 664033 Irkutsk, Russian Federation
Palabras clave:13C NMR; Configurational assignment; Conformational analysis; Iminodihydrofurans; NMR; SOPPA; Spin-spin coupling constant; alcohol derivative; furan derivative; imine; algorithm; article; chemical structure; chemistry; conformation; isomerism; nuclear magnetic resonance spectroscopy; Alcohols; Algorithms; Furans; Imines; Isomerism; Magnetic Resonance Spectroscopy; Models, Molecular; Molecular Conformation
Año:2007
Volumen:45
Número:9
Página de inicio:758
Página de fin:765
DOI: http://dx.doi.org/10.1002/mrc.2044
Título revista:Magnetic Resonance in Chemistry
Título revista abreviado:Magn. Reson. Chem.
ISSN:07491581
CODEN:MRCHE
CAS:imine, 13774-92-0; Alcohols; Furans; Imines
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07491581_v45_n9_p758_Krivdin

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Citas:

---------- APA ----------
Krivdin, L.B., Khutsishvili, S.S., Shemyakina, O.A., Mal'kina, A.G., Trofimov, B.A. & Contreras, R.H. (2007) . Stereochemical study of iminodihydrofurans based on experimental measurements and SOPPA calculations of13C-13C spin-spin coupling constants. Magnetic Resonance in Chemistry, 45(9), 758-765.
http://dx.doi.org/10.1002/mrc.2044
---------- CHICAGO ----------
Krivdin, L.B., Khutsishvili, S.S., Shemyakina, O.A., Mal'kina, A.G., Trofimov, B.A., Contreras, R.H. "Stereochemical study of iminodihydrofurans based on experimental measurements and SOPPA calculations of13C-13C spin-spin coupling constants" . Magnetic Resonance in Chemistry 45, no. 9 (2007) : 758-765.
http://dx.doi.org/10.1002/mrc.2044
---------- MLA ----------
Krivdin, L.B., Khutsishvili, S.S., Shemyakina, O.A., Mal'kina, A.G., Trofimov, B.A., Contreras, R.H. "Stereochemical study of iminodihydrofurans based on experimental measurements and SOPPA calculations of13C-13C spin-spin coupling constants" . Magnetic Resonance in Chemistry, vol. 45, no. 9, 2007, pp. 758-765.
http://dx.doi.org/10.1002/mrc.2044
---------- VANCOUVER ----------
Krivdin, L.B., Khutsishvili, S.S., Shemyakina, O.A., Mal'kina, A.G., Trofimov, B.A., Contreras, R.H. Stereochemical study of iminodihydrofurans based on experimental measurements and SOPPA calculations of13C-13C spin-spin coupling constants. Magn. Reson. Chem. 2007;45(9):758-765.
http://dx.doi.org/10.1002/mrc.2044