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13C n.m.r. spectra of rotameric dimethyl 1-isopropyldibenzo[b,e]bicyclo[2.2.2]octatriene-7,8-dicarboxylate: Non-equivalency of carbons along the rotational axis

✍ Scribed by Hiroshi Nakanishi; Yukio Kitagawa; Osamu Yamamoto; Michinori Ōki


Publisher
John Wiley and Sons
Year
1977
Tongue
English
Weight
240 KB
Volume
9
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

^13^C n.m.r. spectra of dimethyl 1‐isopropyldibenzo[b,e]bicyclo[2.2.2]octatriene‐7,8‐dicarboxylate disclose the existence of both dl and meso isomers, whereas ^1^H n.m.r. spectra were interpreted by the sole existence of the former. Characteristic chemical shifts for the rotamers were found, among others, for carbons along the rotational axis. The non‐equivalence is most probably attributed to the difference in geometry about the carbons in question. An unusual fact was also that the more compressed methyl carbon of the isopropyl group gives a signal at higher field.