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13C and 17O chemical shifts and conformational analysis of mono- and di-methyl-substituted thiane 1-oxide and thiane 1,1-dioxide

✍ Scribed by Giovanna Barbarella; Pasquale Dembech; Vitaliano Tugnoli

Publisher: John Wiley and Sons
Year: 1984
Tongue: English
Weight: 552 KB
Volume: 22
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1270220612

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✦ Synopsis

The -C and 1 7 0 (~tural abundance) chemical shifts of several mono-and di-methyl ring-substituted thiane 1-oxides and thiane 1,l-dioxides are reported. The cis and trans isomers of methyl-substituted thiane l-oxide are readily identified by -C and 170 NMR. In particular, the "0 NMR signals of axial SO groups are found several ppm upfield of those of the equatorial counterparts. The proportion of axial and equatorial conformers of S a n e 1-oxide in Merent solvents has been measured by low-temperature -C NMR. In THF the proportion of the axial conformer is nigher than in CDzClz, whereas in CDcl, or CHF&l the conformational preference is reversed and the equatorial conformer is slightly favoured.

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