ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 13C spectra of α-thujene (1), isothujone (2), (-)isothujol (3), (+)neoisothujol (4), sabinol (5), dihydroumbellulone (6) and umbellulone (7) and the alcohol acetates are recorded and assigned. The C-6 chemical shift may be used in conjunction with the steric shift mechanism as a conformational probe in these molecules. The results obtained indicate that isothujol, neoisothujol, isothujone and dihydroumbellulone adopt boat-like conformations whilst sabinol has a much flatter conformation. Conjugation of the isolated double bond of α-thujene and the carbonyl group of dihydroumbellulone with the cyclopropane ring has virtually no effect on the 13C shifts, but those of umbellulone itself are anomalous, indicating conjugation of the α,β unsaturated ketone system with the cyclopropyl ring.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270060312
Permalink
