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The NMR spectra and conformations of cyclic compounds–III: The conformations of some pinane derivatives

✍ Scribed by R. J. Abraham; F. H. Bottom; M. A. Cooper; J. R. Salmon; D. Whittaker

Publisher
John Wiley and Sons
Year
1969
Tongue
English
Weight
366 KB
Volume
1
Category
Article
ISSN
0749-1581

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✦ Synopsis

The 220 MHz 'H spectra of isoverbanone, nopinone and verbanone are reported. The spectra of the first two are completely assigned but that of verbanone only partially. The coupling constants obtained provide information about the conformation of these molecules. The isoverbanone molecule is almost Y shaped, but that of nopinone is between a Y shape anda half-chair conformation with the six membered ring bent away from the gem dimethyl groups. These conformations are consistent with the known steric interactions in these molecules.

* In referring to the configuration of substituents at positions 2, 3 , 7 , (a) denotes cis to the gem dimethyl bridge, and (b) denotes trans.

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