Yg. Shtyrlin et al., Kinetics of the conformer reactions: II. Significance of media in the electrophilic addition reactions, RUSS J G CH, 71(3), 2001, pp. 464-468
The kinetics of electrophilic addition reaction of bromine to a multiple bo
nd in a series of conformationally unhomogenous 2-substituted 1,3-dioxa-5-c
ycloheptenes was studied. We found that the compounds with trans structure
are formed. The partial reaction rate constant for chair and twist forms an
d the reaction susceptibility parameters to the substituent electronic effe
ct at the C-2 atom are obtained. Relative reactivity of the alternative ste
ric structures is defined by the specific solvation of the substrate. The r
esult obtained are compared with those achieved without accounting for conf
ormational term.