Kinetics of the conformer reactions: II. Significance of media in the electrophilic addition reactions

Citation
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
Citations number
25
Categorie Soggetti
Chemistry
Journal title
RUSSIAN JOURNAL OF GENERAL CHEMISTRY
ISSN journal
10703632 → ACNP
Volume
71
Issue
3
Year of publication
2001
Pages
464 - 468
Database
ISI
SICI code
1070-3632(200103)71:3<464:KOTCRI>2.0.ZU;2-O
Abstract
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.