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13C chemical shifts and conformational analysis of S-methylthiolanium cations (1981)

Barbarella, G. ; Dembech, P.

Chichester : Wiley-Blackwell

Organic Magnetic Resonance 15 (1981), S. 72-77

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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 all cations obtained by methylation at sulphur of the mono-and dimethylthiolanes are reported. The methyl substituent on sulphur affects the shieldings of the adjacent carbons in a manner which allows easy identification of the cis and trans isomers. For most compounds the 13C pattern is consistent with a half-chair ring conformation with maximum staggering at C-3, C-4. Only with methyl groups at the 1,2-or 1,2,3-positions is the half-chair appreciably deformed. It is suggested that in these cases the preferred conformation is a quasi-envelope with C-3 at the top.

Additional Material: 2 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/mrc.1270150115

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