ISSN:
0009-2940
Keywords:
1,3,2,4,6-Dithiatriazines
;
CNS Polycycles, structure determination
;
Calculations, MNDO
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Addition of Alkenes to 5-(Trifluoromethyl)-1,3,2,4,6-dithiatriazinesDechlorination of 1,3-dichloro-5-(trifluoromethyl)-1,3,2,4,6-dithiatriazine (1) with Ph3Sb gives (CF3CN3S2)n (2) in quantitative yield. By 1,3-addition of alkenes (dicyclopentadiene, cyclopentene, cis- and trans-2-butene, propene, and ethene) to 2 the corresponding penta- (4a), tri-(5a), and bicyclic ring systems 6a, 6b, 7, 8a, 8b, and 9 are prepared in 65-85% yields. The molecular structures of 6a and 7 were determined by single-crystal X-ray analysis; the other structures were derived from NMR data. The NMR analyses are in accordance with MNDO calculations. For 4a and 5a only the thermodynamically favoured anti-isomers are found, as expected from these calculations; for 6 and 8 they show satisfactory agreement for anti/syn-proportions as determined by NMR spectroscopy. The product distribution corresponds to a symmetry-allowed alkene addition to a singlet dithiatriazine.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19911240107
