hrcak mascot   Srce   HID

Izvorni znanstveni članak

Chemistry of 1,3-Dioxepins. XVI.1 The Synthesis, Characterization and Crystallographic Analysis of Some Arylsulphanyl-, Arylsulphinyl-, Arylsulphonyl- and Benzoyl- N-Substituted Derivatives of 1a,2,6,6a-Tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines

Biserka Prugovečki
Marina Marinković
Mladen Vinković
Miljenko Dumić

Puni tekst: engleski, pdf (315 KB) str. 219-226 preuzimanja: 563* citiraj
APA 6th Edition
Prugovečki, B., Marinković, M., Vinković, M. i Dumić, M. (2006). Chemistry of 1,3-Dioxepins. XVI.1 The Synthesis, Characterization and Crystallographic Analysis of Some Arylsulphanyl-, Arylsulphinyl-, Arylsulphonyl- and Benzoyl- N-Substituted Derivatives of 1a,2,6,6a-Tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines. Croatica Chemica Acta, 79 (2), 219-226. Preuzeto s https://hrcak.srce.hr/4152
MLA 8th Edition
Prugovečki, Biserka, et al. "Chemistry of 1,3-Dioxepins. XVI.1 The Synthesis, Characterization and Crystallographic Analysis of Some Arylsulphanyl-, Arylsulphinyl-, Arylsulphonyl- and Benzoyl- N-Substituted Derivatives of 1a,2,6,6a-Tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines." Croatica Chemica Acta, vol. 79, br. 2, 2006, str. 219-226. https://hrcak.srce.hr/4152. Citirano 30.03.2020.
Chicago 17th Edition
Prugovečki, Biserka, Marina Marinković, Mladen Vinković i Miljenko Dumić. "Chemistry of 1,3-Dioxepins. XVI.1 The Synthesis, Characterization and Crystallographic Analysis of Some Arylsulphanyl-, Arylsulphinyl-, Arylsulphonyl- and Benzoyl- N-Substituted Derivatives of 1a,2,6,6a-Tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines." Croatica Chemica Acta 79, br. 2 (2006): 219-226. https://hrcak.srce.hr/4152
Harvard
Prugovečki, B., et al. (2006). 'Chemistry of 1,3-Dioxepins. XVI.1 The Synthesis, Characterization and Crystallographic Analysis of Some Arylsulphanyl-, Arylsulphinyl-, Arylsulphonyl- and Benzoyl- N-Substituted Derivatives of 1a,2,6,6a-Tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines', Croatica Chemica Acta, 79(2), str. 219-226. Preuzeto s: https://hrcak.srce.hr/4152 (Datum pristupa: 30.03.2020.)
Vancouver
Prugovečki B, Marinković M, Vinković M, Dumić M. Chemistry of 1,3-Dioxepins. XVI.1 The Synthesis, Characterization and Crystallographic Analysis of Some Arylsulphanyl-, Arylsulphinyl-, Arylsulphonyl- and Benzoyl- N-Substituted Derivatives of 1a,2,6,6a-Tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines. Croatica Chemica Acta [Internet]. 2006 [pristupljeno 30.03.2020.];79(2):219-226. Dostupno na: https://hrcak.srce.hr/4152
IEEE
B. Prugovečki, M. Marinković, M. Vinković i M. Dumić, "Chemistry of 1,3-Dioxepins. XVI.1 The Synthesis, Characterization and Crystallographic Analysis of Some Arylsulphanyl-, Arylsulphinyl-, Arylsulphonyl- and Benzoyl- N-Substituted Derivatives of 1a,2,6,6a-Tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines", Croatica Chemica Acta, vol.79, br. 2, str. 219-226, 2006. [Online]. Dostupno na: https://hrcak.srce.hr/4152. [Citirano: 30.03.2020.]

Sažetak
Chemo-selective synthesis and characterization of N-[(4-nitrophenyl)sulphanyl]- 2 and N-[(4- nitrophenyl)sulphinyl]- 3 N-[(4-aminophenyl)sulphonyl]- 5 and N-(4-aminobenzoyl)- 7 derivatives
of 1a,2,6,6a-tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirines, starting from 1a,2,6,6a-tetrahydro-1H,4H-[1,3]dioxepino[5,6-b]azirine (1), are described. Their solid state conformational
behaviour based on crystallographic analysis shows that: (i) dioxepinoazirine moiety of 2, 5 and 7 adopts a boat-chair (BC) conformation, while dioxepinoaziridine moiety of 3 adopts a twistboat
(TB) conformation; (ii) the substituent on aziridine nitrogen is always in trans and never in cis position in relation to the dioxepane ring; (iii) the orientation of sulphanyl-, sulphinylsulphonyl- and carbonyl- moiety in 2, 3, 5 and 7 are defined by torsion angles C1-S1-N1-C7 of
110.7(2)°, 82.6(2)°, 88.80(11)°and C1-C-N1-C7 of 64.9(5)°, respectively; (iv) Phenyl moiety of sulphinyl and sulphonyl derivatives, 3 and 5, is perpendicular to the S-N bond with the torsion
angles N1-S1-C1-C2 of 67.9(3)° and –92.54(13)°, respectively, while that of sulphanyl- 2 and carbonyl- 7 derivatives is coplanar to S-N or C-N bonds with the torsion angles N1-S1-C1-C2 and N1-C-C1-C2 of 168.5(2)° and 170.9(4)°, respectively. Obtained data will serve for further investigation of steric and electronic properties of studied compounds aimed at designing antihyperglycaemically
more potent analogues.

Ključne riječi
chemo-selective synthesis; chemo-selective synthesis; 1,3-dioxepins; 1a,2,6,6a-tetrahydro-1H,4H-[1,3]-dioxepino[5,6-b]azirines; sulphanyl; sulphinyl; crystallographic analysis; conformational behaviour; antihyperglycaemics

Hrčak ID: 4152

URI
https://hrcak.srce.hr/4152

Posjeta: 799 *