ISSN:
0009-2940
Keywords:
Azaoctabisvalenes
;
Heterocycles, novel
;
Carbonitriles
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
3-Aza- and syn-3,7-Diazaoctabisvalene. - Syntheses, X-ray Structural Analyses, Novel HeterocyclesPreparatively useful routes for 3-aza- and syn-3,7-diazaoctabisvalenes have been designed based on well available materials. Thus, 7-cyano-3-azaoctabisvalene (4) becomes available in a six- (five-) step synthesis from the valence tautomers 7-cyanotropilidene ⇄ 7-cyanonorcaradiene (7 ⇄ 8) (derived dioxides 9/10) in an overall yield of ca. 30%, syn-3,7-diazaoctabisvalene (5) in a three-step synthesis from muco-diazidotetrol 30a in ca. 25% overall yield. For 4 and 5 spectroscopic (e.g. 15N-NMR resonances, 13C,13C coupling constants) and structural details (X-ray analyses) are determined. 4 and 5 serve as starting materials for the construction of several novel heteropolycyclic skeletons (e.g. 46, 48, 50, 51, 52, 54).
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19911240815
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