Recently we reported that the NMR spectra of the alkyl N-methyl-N-arylsulfonylmethylcarbamates I -III showed only temperature dependence of the signal of the ester alkyl group (1). It was suggested that the barrier to internal rotation merely involved the ester group itself since the data then avail
Restricted internal rotation of a t-butyl group bonded to an aromatic ring
✍ Scribed by Gaku Yamamoto; Michinori Ōki
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 146 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Low temperature lH NMR study of 1,3-di-t-butyl-9-(3,5_dimethylphenoxy)triptycene revealed restricted rotation of the I-t-butyl group with an energy barrier of 9.2 kcal mol-1, which is the highest ever reported for internal rotation of an aromatic t-butyl group. In contrast with the abundant examples of restricted rotation of a primary or a secondary alkyl group attached to an sp2-hybridized atom, dynamic NMR studies on the counterparts with a
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Although there exists a large amount of data regarding the barrier to rotation about carbon-nitrogen bonds possessing greater than single-bond order, 1 relatively little information is available concerning rotation about legitimate carbon-nitrogen single bonds. Microwave spectroscopy has revealed r
Received in Japan 30 May 1968; reoeived in BK for publication 25 dune 1968) The Grignard reaction of ketoximes has been well-known as a pr .aration method of aziridines(3). The present study demonstrates that the cyclization.of a certain kind of ketoximes involving an aryl group is catalyzed by ar