ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The rate constants (log k) for solvolysis of 2-, 3-, and 4-substituted bicyclo[2.2.2]octyl p-nitrobenzenesulfonates 10, 11 and 12, respectively, correlate linearly with the corresponding inductive substituent constants s̰Iq. The formation of the ion pairs 9 is, therefore, controlled by the I effect of neighboring substituents. It follows from the corresponding reaction constants ρ1 of -1.54, -1.12, and -1.22 that inductivity is highest at the positions α to C(1). It is lower and practically equal at the β- and γ-positions. Therefore, charge dispersal is similar to that previously observed in the quinuclidinium ion 7.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19850680810
