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Tribromide-based ionic liquids have been synthesized and investigated as efficient bromination agents. The different physicochemical properties of the reaction media, which depend on the cation structure, have been used to improve the efficiency of the bromination process. [ABSTRACT FROM AUTHOR]

Investigates the trans-(1-methyl-2-adamantylidene)-1-methyladamantane-bromine system in 1,2-dichloroethane to obtain further information about the correlation between structure and reactivity. Comparison of the results with those found for the parent olefin, adamantylideneadamantane; Indication that steric strain markedly affects the reactivity of the double bond.

Examines an evidence for the formation of bromocarbenium bromide ion pairs in the electrophilic bromination of reactive olefins in chlorinated aprotic solvents. Measurement of the kinetic constants and activation parameters; Examination of the stability of the dibromides; Observation of the lack of anti stereospecificity in the tribromide addition.

Discusses kinetic evidence for rate determination during the nucleophilic step of olefin bromination with 5 H-dibenz[b,f]azepine-5-carbonyl chloride. Measurement of kinetics of bromination at variable temperature and reagent concentrations; Finding of significant conductivity during the course of the reactions.

Synthesis and characterization of the stable bromonium ion of 4-equ-chloroadamantylideneadamantane is described. 13C and 1H NMR spectroscopy reveal preferred formation of the syn-isomer, which might be used as chiral bromination reagent using resolved starting material. [Copyright &y& Elsevier]

Focuses on the electrophilic bromination of ring-substituted cis- and trans-stilbenes in protic solvents. Results and discussions on the electrophilic bromination in bromination kinetics; Information on stereochemistry and chemoselectivity; Further information on the electrophilic bromination.