6-METHYL-3-PHENYLTHIOCHROMAN-4-ONE AND 6-METHOXY-3-PHENYLTHIOCHROMAN-4-ONE - CONFIGURATIONAL PREFERENCE OF THE PHENYLTHIO GROUP AT THE 3RD POSITION DUE TO REMOTE SUBSTITUTION
D. Sriram et al., 6-METHYL-3-PHENYLTHIOCHROMAN-4-ONE AND 6-METHOXY-3-PHENYLTHIOCHROMAN-4-ONE - CONFIGURATIONAL PREFERENCE OF THE PHENYLTHIO GROUP AT THE 3RD POSITION DUE TO REMOTE SUBSTITUTION, Acta crystallographica. Section C, Crystal structure communications, 53, 1997, pp. 1073-1075
The pyran ring adopts a distorted sofa conformation in the title compo
unds, 6-methyl-3-phenylthiochroman-4-one (C16H14O2S), (I), and 6-metho
xy-3-phenylthiochroman-4-one (C16H14O3S), (II). The S atom substituted
at the third position is attached equatorially in (II) and axially in
(I). High-resolution proton NMR studies could not provide a conclusiv
e explanation for this feature.