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Carbon-13 NMR studies. 96—carbon-13 spectra of several polyhydroxylated 9,10-dihydrophenanthrene and phenanthrene derivatives

✍ Scribed by Albert Stoessl; J. B. Stothers

Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
360 KB
Volume
20
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The ^13^C spectra of eleven 9,10‐dihydrophenanthrene and twelve phenanthrene derivatives were recorded in order to examine the effects of hydroxy and methoxy substitution on the skeletal carbon shieldings. For each series, the parent compounds were the 2,4‐disubstituted derivatives with the others bearing 5‐, 6‐ and/or 7‐substituents, including the naturally occurring orchinol and loroglossol. The data should be helpful for examinations of related compounds. Some examples of particularly facile hydrogen‐deuterium exchange at aryl positions were encountered. Since these occur under apparently neutral conditions, suitable caution may be required in examinations of related compounds.

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✍ George B. Crull; Albert R. Garber; John W. Kennington; Christina M. Prosser; Phi 📂 Article 📅 1986 🏛 John Wiley and Sons 🌐 English ⚖ 381 KB

Nineteen derivatives of (1 R)-(+)camphor with deutero, fluoro, bromo, iodo, keto, and hydroxyl functionalities at carbons 3, 5, 8, or 9 have been examined using 13C NMR. The chemical shifts for each carbon of these substituted camphor derivatives have been assigned using broad band decoupling and th