✦ LIBER ✦

Internal rotation processes in endo -cis-N-(o -tolyl)bicyclo[2.2.1]heptene-2,3-dicarboximide and its oxidation products

✍ Scribed by Marcos Pery Amaral Campos; Lothar Bergter; Carlos Henrique Tomich de Paula e Silva; Peter Rudolf Seidl

Book ID: 101251780
Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 115 KB
Volume: 37
Category: Article
ISSN: 0749-1581
DOI: 10.1002/(sici)1097-458x(199904)37:4<317::aid-mrc444>3.0.co;2-7

No coin nor oath required. For personal study only.

✦ Synopsis

Atropoisomerism, a type of isomerism associated with restricted rotational properties about certain bonds, is present in endo-cis-N-(o-tolyl)bicyclo[2.2.1]heptene-2,3-dicarboximide and its oxidation products, the corresponding diol and diacid. These three compounds were studied by variable-temperature NMR and molecular modelling. Small di †erences in carbon and proton chemical shifts can be attributed to slight changes in geometry due to interactions of rotating groups.