Polar and solvent effects in the reduction of substituted cyclohexanones
β Scribed by M.G. Combe; H.B. Henbest
- Publisher
- Elsevier Science
- Year
- 1961
- Tongue
- French
- Weight
- 257 KB
- Volume
- 2
- Category
- Article
- ISSN
- 0040-4039
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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
Hydrolysisofbicyclo[2.2.2]octylp-nitrobenzenesulfonate (14a,X =p-N02C6H4S03), and nineteen 4-R-substituted derivatives 14b-14 t in 70% aqueous dioxane yield the corresponding bicyclo [2.2.2]octanols 14 (X = OH), exclusively. The 7-center fragmentation to 1,4-dimethylidene-cyclohexane (15) is not obs