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Chiral 1,4-Benzodiazepines. VIII. Concerning the Rate of WD Exchange and Optical Stability of the Chiral Centre C(3).

M. Štromar ; CRC, Compagnia di Ricerca Chimica, S. A., Chiasso, Switzerland
V. Šunjić ; RC, Compagnia di Ricerca Chimica, S. A., Chiasso, Switzerland
T. Kovač ; RC, Compagnia di Ricerca Chimica, S. A., Chiasso, Switzerland
L. Klasinc ; RC, Compagnia di Ricerca Chimica, S. A., Chiasso, Switzerland
F. Kajfež ; RC, Compagnia di Ricerca Chimica, S. A., Chiasso, Switzerland

Puni tekst: engleski, pdf (10 MB) str. 265-274 preuzimanja: 84* citiraj
APA 6th Edition
Štromar, M., Šunjić, V., Kovač, T., Klasinc, L. i Kajfež, F. (1974). Chiral 1,4-Benzodiazepines. VIII. Concerning the Rate of WD Exchange and Optical Stability of the Chiral Centre C(3).. Croatica Chemica Acta, 46 (4), 265-274. Preuzeto s https://hrcak.srce.hr/196810
MLA 8th Edition
Štromar, M., et al. "Chiral 1,4-Benzodiazepines. VIII. Concerning the Rate of WD Exchange and Optical Stability of the Chiral Centre C(3).." Croatica Chemica Acta, vol. 46, br. 4, 1974, str. 265-274. https://hrcak.srce.hr/196810. Citirano 27.02.2021.
Chicago 17th Edition
Štromar, M., V. Šunjić, T. Kovač, L. Klasinc i F. Kajfež. "Chiral 1,4-Benzodiazepines. VIII. Concerning the Rate of WD Exchange and Optical Stability of the Chiral Centre C(3).." Croatica Chemica Acta 46, br. 4 (1974): 265-274. https://hrcak.srce.hr/196810
Harvard
Štromar, M., et al. (1974). 'Chiral 1,4-Benzodiazepines. VIII. Concerning the Rate of WD Exchange and Optical Stability of the Chiral Centre C(3).', Croatica Chemica Acta, 46(4), str. 265-274. Preuzeto s: https://hrcak.srce.hr/196810 (Datum pristupa: 27.02.2021.)
Vancouver
Štromar M, Šunjić V, Kovač T, Klasinc L, Kajfež F. Chiral 1,4-Benzodiazepines. VIII. Concerning the Rate of WD Exchange and Optical Stability of the Chiral Centre C(3).. Croatica Chemica Acta [Internet]. 1974 [pristupljeno 27.02.2021.];46(4):265-274. Dostupno na: https://hrcak.srce.hr/196810
IEEE
M. Štromar, V. Šunjić, T. Kovač, L. Klasinc i F. Kajfež, "Chiral 1,4-Benzodiazepines. VIII. Concerning the Rate of WD Exchange and Optical Stability of the Chiral Centre C(3).", Croatica Chemica Acta, vol.46, br. 4, str. 265-274, 1974. [Online]. Dostupno na: https://hrcak.srce.hr/196810. [Citirano: 27.02.2021.]

Sažetak
Various chiral substituted 1,4-benzodiazepin-2-ones with 3-
-acyloxy (general formula I), 3-hydroxy- and 3-alkoxy (general
formula II), 3-alkyl (general formula III) and 3-quaternary ammonium
(general formula IV) groups as substituents were subjected
to C(3)-H-D exchange rate measurements in order to obtain information
on the optical stability of the chiral centre and on the
mechandsm of racemization. Only type IV compounds (IVa-j)
exhibited H/D exchange, but acid catalyzed racemization took
place in type I and II compounds, indkating some other mechani.
sms in this process. Type III compounds as free bases (IIIa-c),
N4-protonated acids, or N4-oxides (III, e; f) underwent no H/D
exchange and are optically sfable as well. In cases whe,re deprotonation-
reprotonation mechanism of racemization can be excluded
two other mechanisms are discussed, i. e. acid-'catalyzed ring-chain
tautomerism and identity substitution with alkoxide ion.

Hrčak ID: 196810

URI
https://hrcak.srce.hr/196810

Posjeta: 135 *