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Interception of a thiocarbonyl ylide by thiouracil and crystal structure of the 2:1 adduct


Mloston, Grzegorz; Gendek, Tomasz; Linden, Anthony; Heimgartner, Heinz (1999). Interception of a thiocarbonyl ylide by thiouracil and crystal structure of the 2:1 adduct. Polish Journal of Chemistry, 73:1219-1225.

Abstract

The reaction of thiocarbonyl ylide 1, generated in situ by thermolysis of the corresponding 2,5-dihydro-1,3,4-thiadiazole, with a twofold excess of thiouracil (4) yielded a mixture of the 1:2 adduct 5 and the 1:1 adduct 6 in a ratio of ca. 1:1.These interception products are formed by protonation of 1 and nucleophilic addition via the S- or O-atom. The structure of 5 has been established by X-ray crystallography.

Abstract

The reaction of thiocarbonyl ylide 1, generated in situ by thermolysis of the corresponding 2,5-dihydro-1,3,4-thiadiazole, with a twofold excess of thiouracil (4) yielded a mixture of the 1:2 adduct 5 and the 1:1 adduct 6 in a ratio of ca. 1:1.These interception products are formed by protonation of 1 and nucleophilic addition via the S- or O-atom. The structure of 5 has been established by X-ray crystallography.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:1999
Deposited On:05 Nov 2013 16:48
Last Modified:07 Dec 2017 23:24
Publisher:Polskie Towarzystwo Chemiczne
ISSN:0137-5083
Funders:Polish State Committee for Scientific Research, Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel

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