ISSN:
1434-193X
Keywords:
Benzoperylenes
;
Reduction of PAH
;
Flavophen
;
Reductive sulfur extrusion
;
Sulfur heterocycle
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
-Chemical reduction of polyaromatic hydrocarbons yielded solutions of long-lived polyanionic species. Reduction of a sulfur heterocycle afforded a stable sulfur-containing dianion. Sulfur extrusion from this dianion proceeded upon further contact with the reducing metal. NMR and UV studies indicate a sulfur extrusion mechanism different than that previously observed in THF. Electron transfer to the already reduced hydrocarbon skeleton results in the stepwise cleavage of the two C-S bonds and the extrusion of a sulfur atom. Dimers of aromatic hydrocarbons such as pyrene and phenanthrene have been reduced as well. The interplay between coulombic repulsions and resonance energies is described.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
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