170 NMR data for sterically hindered phthalic anhydrides and phthalides showed unusual deshielding effects which were correlated with in-plane bond angle distortions (X-ray results and MM2 calculations); indicative of van der Waals repulsions. Table I. 170 NMR Data (21 ppm) for For both lb and lc, t
Unusual effects of steric hindrances in NMR spectra of o,o′-dialkylsubstituted benzylidene dichlorides
✍ Scribed by A.P. Yakubov; D.V. Tsyganov; L.I. Belen'kii; V.S. Bogdanov; B.I. Ugrak; M.M. Krayushkin
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 511 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
It has been found that steric hindrances of the CRC12 group rotation around CAr -CHC12 bond in o,o'-dialkylsubstituted benzylidene dichlorides call forth a non-equivalence of the alkyls in positions 2 and 6. The non-equivalence displays in 'H and 13C EMR spectra at room temperature and at -20 "C. At the latter temperature, the spectra of 2,4,6-trimethyl-3-chloromethylbenzylidene dichloride and bis(dichloromethyl)mesitylene indicate the presence of two conformations, the assignment of signals having been accomplished for each of them.
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