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The 13C NMR characterization of some 1,2,3,4-tetrahydro-1,4-ethanonaphthalenes

✍ Scribed by William B. Smith

Publisher
John Wiley and Sons
Year
1983
Tongue
English
Weight
320 KB
Volume
21
Category
Article
ISSN
0749-1581

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✦ Synopsis

The 2-hydroxy and 2-hydroxy-3-methyl isomers of 5,8-dimethoxy-1,2,3,4-tetrahydro-1,4-ethanonapthalene have been characterized by -'C NMR with the aid of lanthanide shift reagents. A definite interaction with a syn oxygen, presumably with the lone electron pairs, and the aromatic carbon 8a has been established. This n-n y-effect is not found with a corresponding methyl group. Examples from the literature also evidence the reality of the y-effect, which provides a useful structure assignment tool.

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