4-Substituted quinuclidinium perchlorates in the determination of polar substituent effects
β Scribed by E. Ceppi; W. Eckhardt; C.A. Grob
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 173 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Reoeived in UK 10 July 1973; l coepted for publfoation 3 Augurt 1973)
determination of polar substituent constants by pK, measurements of corresponding salts has been recognized for some time 1) 2) 3) . Now that these compounds are more easily accessible 3) measurements can be carried out on a broader basis. The following Table lists the pKa values of the quinuclidinium perchlorates (I) measured to date in our laboratory 4) .
π SIMILAR VOLUMES
## Abstract The rate constants for 3βsubstituted adamantyl __p__βtoluenesulfonates **3a**β**3k** in ethanol/water 80:20 correlate well with the respective inductive substituent constants Ο. The reaction constant Ο for the toluenesulfonates **3** is 10% larger than for the corresponding bromides **2
## Abstract Thermodynamic p__K__~a~βvalues have been determined for 38 4βsubstituted quinuclidinium perchlorates. They are remarkably sensitive to the polar effect of the substituent and cover a range of 3.63 p__K__~a~ units. Furthermore, they vary linearly and almost equally with temperature since