ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 13C NMR spectra of eight 2,5-diaryl-1,4-dithiins were recorded and signals were assigned. A linear correlation was observed between the electronegativity of the substituent groups on C-10,10′ and the chemical shifts of C-10,10′ after applying corrections for the magnetic anisotropic effect of the substituents. A Hammett correlation was found between the 13C chemical shifts of C-3,6 and C-7,7′ and the σp+ parameter associated with the substituents on C-10,10′. Extended electronic interaction between the π system of the aryl group and the π system of the dithiin ring was suggested by the observance of an alternating behavior in the magnitude of the substituent effects on the 13C shifts of C-2,5 and C-3,6. An alternating effect was also noted in the magnitude of the long-range 13C—F coupling constants for these same carbon signals in 2,5-(10,10′-difluoro)diphenyl-1,4-dithiin.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270121209
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