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The Stereochemical Requirements for Long Range Coupling Between Protons in α-Halocyclohexanones

✍ Scribed by C. W. Jefford; B. Waegell

Publisher
Wiley (John Wiley & Sons)
Year
2010
Weight
463 KB
Volume
79
Category
Article
ISSN
0037-9646

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✦ Synopsis

The pitfalls of assigning a stereospecific arrangement to protons coupled through four sigma bonds have been assessed for some a-bromocyclohexanones, in particular, 2-bromo-3,3,5,5-tetramethylcyclohexanone. Despite apparent exceptions, it is seen that the arrangement of four sigma bonds, which satisfactorily accounts for the observed couplings, is that of a W.

📜 SIMILAR VOLUMES

Note on “the Stereochemical Requirements
Note on “the Stereochemical Requirements for Long Range Coupling in α-Halogenocyclohexanones”
✍ M. Anteunis; N. Schamp 📂 Article 📅 2010 🏛 Wiley (John Wiley & Sons) ⚖ 183 KB

In reply t o the paper of Jefford and Waegell [I] it is shown that non-classical longrange coupling does exist in 3,3,S,5-tetrasubstituted-2-halo-cyclohexanones. Following the reasoning of those authors, an even larger abnormal coupling than originally proposed by us[2] would exist. It is illustrate