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Chiroptical Properties and Conformation of 4,5-Saturated Derivatives of 5-Aryl-1,4-benzodiazepin-2-ones

M. Kajtar ; Institute of Organic Chemistry, L. Eotvos University, P. O. Box 325, H-1445 Budapest, Hungary
J. Kajtar ; Institute of Organic Chemistry, L. Eotvos University, P. O. Box 325, H-1445 Budapest, Hungary
J. Rohricht ; Chemical Works of Gedeon Richter, P. O. Box 27, H-1475 Budapest, Hungary
J. G. Angyan ; Chinoin Research Centre, P. o. Box 110, H-1325 Budapest, Hungary

Puni tekst: engleski, pdf (9 MB) str. 245-265 preuzimanja: 72* citiraj
APA 6th Edition
Kajtar, M., Kajtar, J., Rohricht, J. i Angyan, J.G. (1989). Chiroptical Properties and Conformation of 4,5-Saturated Derivatives of 5-Aryl-1,4-benzodiazepin-2-ones. Croatica Chemica Acta, 62 (2A), 245-265. Preuzeto s https://hrcak.srce.hr/175396
MLA 8th Edition
Kajtar, M., et al. "Chiroptical Properties and Conformation of 4,5-Saturated Derivatives of 5-Aryl-1,4-benzodiazepin-2-ones." Croatica Chemica Acta, vol. 62, br. 2A, 1989, str. 245-265. https://hrcak.srce.hr/175396. Citirano 28.09.2020.
Chicago 17th Edition
Kajtar, M., J. Kajtar, J. Rohricht i J. G. Angyan. "Chiroptical Properties and Conformation of 4,5-Saturated Derivatives of 5-Aryl-1,4-benzodiazepin-2-ones." Croatica Chemica Acta 62, br. 2A (1989): 245-265. https://hrcak.srce.hr/175396
Harvard
Kajtar, M., et al. (1989). 'Chiroptical Properties and Conformation of 4,5-Saturated Derivatives of 5-Aryl-1,4-benzodiazepin-2-ones', Croatica Chemica Acta, 62(2A), str. 245-265. Preuzeto s: https://hrcak.srce.hr/175396 (Datum pristupa: 28.09.2020.)
Vancouver
Kajtar M, Kajtar J, Rohricht J, Angyan JG. Chiroptical Properties and Conformation of 4,5-Saturated Derivatives of 5-Aryl-1,4-benzodiazepin-2-ones. Croatica Chemica Acta [Internet]. 1989 [pristupljeno 28.09.2020.];62(2A):245-265. Dostupno na: https://hrcak.srce.hr/175396
IEEE
M. Kajtar, J. Kajtar, J. Rohricht i J.G. Angyan, "Chiroptical Properties and Conformation of 4,5-Saturated Derivatives of 5-Aryl-1,4-benzodiazepin-2-ones", Croatica Chemica Acta, vol.62, br. 2A, str. 245-265, 1989. [Online]. Dostupno na: https://hrcak.srce.hr/175396. [Citirano: 28.09.2020.]

Sažetak
CD spectra of a series of 5-aryl-7-chloro-l,3,4,5-tetrahydro-
2H-l,4-benzodiazepin-2-one derivatives having different substituents
at positions 1, 3, 4, and 5 were studied. The absolute configuration
at C-5 of two homochiral analogues, 1 and 2, having
enantiomorphous ring conformations was determined on the basis
of chiroptical correlations and theoretical calculations. The latter
have shown that the optical activity mainly originates from the
one-electron mechanism and is determined by the helicity of the
diazepine ring, i. e. by the inherent chirality of the partial chromophore 4-chloro-N,2-dimethyl-formanilide. Exciton inter action s
between transitions of the two arornatic chromophores A and C
also give a significant contribution to chiroptical properties. By applying simple chiroptical rules dedueed from experimental
spectra and supported by calculations, the stereochemistry (absolute
conformation and configuration), of 3,5-disubstituted cis and
trans epimeric pairs (7-17) was revealed.

Hrčak ID: 175396

URI
https://hrcak.srce.hr/175396

Posjeta: 133 *