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Conformational analysis XX — 13 C NMR studies of saturated heterocycles 5 —substituent effects on the 13 C chemical shifts of methyl substituted 1,3‐dithiolanes
Author(s) -
Pihlaja Kalevi,
Eskonmaa Mauri,
Keskinen Raimo,
Nikkilä Alpo,
Nurmi Timo
Publication year - 1981
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270170405
Subject(s) - substituent , chemical shift , chemistry , dithiolane , carbon 13 nmr , stereochemistry , medicinal chemistry
The 13 C NMR chemical shifts for 1,3‐dithiolane and 13 methyl substituted derivatives are reported. Substituent effects are derived and compared with those for cyclopentanes and 1,3‐dioxolanes. The magnitude and variety of the substituent effects are best explained with the aid of a half‐chair conformation where the S‐1C‐2S‐3 plane passes between C‐4 and C‐5.