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13C NMR study on linderones and lucidones

✍ Scribed by Soon Ng; Hiok-Huang Lee; Graham J. Bennett

Book ID: 102527518
Publisher: John Wiley and Sons
Year: 1990
Tongue: English
Weight: 433 KB
Volume: 28
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1260280411

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✦ Synopsis

Abstract

The ^13^C NMR spectra of linderone (1), lucidone (2), methyllinderone (3), methyllucidone (4), demethyllinderone (7), dihydrolinderone (8) and 2‐(1‐hydroxyethylidene)‐4‐methylcyclopent‐4‐ene‐1,3‐dione (9) are reported. The ^1^H chemical shift data for 1–4 are also reported. Geometric isomers exist in 4, while external tautomers exist in all the other compounds (except 3) through strong intramolecular hydrogen bonding. With the aid of deuterium isotope effects (in 1 and 2), C‐H coupling constants and nuclear Overhauser effects, the ^13^C NMR spectra are assigned to the external tautomers and the geometric isomers.

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