Competition between isomerization and addition in the Sonication of Vinyl Sulfones in the presence of bromotrichloromethane

Autor:	Houda Fillion, Jean-Louis Luche, Dietmar Peters, Félix Pautet, Hamid El Fakih
Rok vydání:	1995
Předmět:	chemistry.chemical_classification Addition reaction chemistry.chemical_compound Bromine Double bond Chemistry Radical Sonication Yield (chemistry) chemistry.chemical_element Bromoform Photochemistry Isomerization
Zdroj:	Journal f�r Praktische Chemie/Chemiker-Zeitung. 337:363-367
ISSN:	1521-3897 0941-1216
DOI:	10.1002/prac.19953370178
Popis:	(E)- and (Z)-vinyl sulfones isomerise under ultrasound irradiation in carbon tetrachloride in the presence of bromoform or bromotrichloromethane to give an E/Z equilibrium mixture via bromine radicals. Furthermore, the bromine radicals formed add to the CC double bond (presumably of the Z isomer) to form vic-dibromo compounds. In pure CBrCl3 this addition reaction reaches a 99% yield. In tetrahydrofurane/CBr4 (or CBrCl3) no isomerization is observed since the bromine radicals react probably with the THF. The addition is also favoured by highly efficient energy transmission.
Databáze:	OpenAIRE
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