Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 695, Issue 10-11, Pages 1603-1608Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2010.03.019
Keywords
Divinyl sulfide; Quantum chemical studies; Selenium dichloride; 1,4-Thiaselenane; 1,3-Thiaselenolane; 1,3-Thiaselenole
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Funding
- Russian Foundation for Basic Research [10-03-00543]
- Presidium of the Russian Academy of Sciences [18.19]
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Quantum chemical studies of the reaction of selenium dichloride with divinyl sulfide have been carried out. The major reaction route (2,6-dichloro-1,4-thiaselenane -> 5-chloro-2-chloromethyl-1,3-thiaselenolane -> 2-chloromethyl-1,3-thiaselenole) and main trends of the reaction (a rearrangement of 2,6-dichloro-1,4-thiaselenane, facile selective dehydrochlorination of 5-chloro-2-chloromethyl-1,3-thiaselenolane), which have been determined by the quantum chemical studies, are in excellent agreement with experimental data. (C) 2010 Elsevier B.V. All rights reserved.
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