The photolysis of some polycyclic cyclobutanone tosylhydrazone salts in methanol: the generation and decomposition of epimeric cyclobutyl diazonium ions
✍ Scribed by R.D. Miller
- Publisher
- Elsevier Science
- Year
- 1977
- Tongue
- French
- Weight
- 249 KB
- Volume
- 18
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Over the years there has been considerable interest in the nature of the intermediate produced via solvolysis of cyclobutyl systems. Current feeling is that this process is best described by a concerted, symmetry allowed disrotatory ring opening proceeding from the side opposite to the leaving group to generate a cyclopropylcarbinyl species.
1 This suggestion has received additional support recently by a study of the solvolysis of a series of strained, fused-ring cyclobutyl derivatives (e.g., Ib, and 2b,) which showed both large rate differences as well as unique product distributions as a function of the configuration of the starting material. 2 la R-=0 d -= NNHTos -& R-=0 3a R-=0