ISSN:
0947-3440
Keywords:
Kinetics
;
1,3-Dienes
;
Allyl cations
;
Benzhydryl cations
;
Enthalpy relationships, linear-free
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The kinetics of the reactions of (E)-2-methyl-1,3-pentadiene (2a), 4-methyl-1,3-pentadiene (2b), and (Z)-1,3-pentadiene (2c) with benzhydryl cations have been studied photometrically in dichloromethane solution. Substitution of these rate constants into the linear free enthalpy relationship lgk=s(N + E) yielded the nucleophilicity parameters N for these dienes. The influence of methyl groups on the nucleophilic reactivities of 1,3-butadienes is discussed, and a system to estimate reactivities of further alkylated 1,3-dienes is suggested.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199619961211
