Inductive, CC-hyperconjugative and frangomeric effects in the solvolysis of 1-substituted 3-bromoadamantanes
โ Scribed by C.A. Grob; W. Fischer; H. Katayama
- Publisher
- Elsevier Science
- Year
- 1976
- Tongue
- French
- Weight
- 195 KB
- Volume
- 17
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
Solvolysis rates and products of 3-substituted bxyclo[l.l.l1pentyl branldes indicate extremely strong inductive charge dispersal in the ionization to bxyclo[l .l.l lpentyl-l-cations, the precursors of 3-methylenecyclobutls. Recent studies have shown that the solvolys~s rates (log k) of several bl-an
## Abstract The rate constants for 3โsubstituted adamantyl __p__โtoluenesulfonates **3a**โ**3k** in ethanol/water 80:20 correlate well with the respective inductive substituent constants ฯ. The reaction constant ฯ for the toluenesulfonates **3** is 10% larger than for the corresponding bromides **2
## Abstract The rate constants (log __k__) for the solvolysis of 4^e^โsubstituted 2^e^โ and 2^a^โadamantyl __p__โnitrobenzenesulfonates **14** and **15**, respectively, in 80% EtOH correlate linearly with the respective inductive substituent constants ฯ. Therefore, relative rates are controlled by