Conformational consequences of intramolecular hydrogen bonding by OH to the directional lone-pair of sulfur in derivatives of methyl phenyl sulfide, diphenyl sulfide, …

T Schaefer, SR Salman, TA Wildman…

Index: Schaefer, Ted; Salman, Salman R.; Wildman, Timothy A.; Clark, Peter D. Canadian Journal of Chemistry, 1982 , vol. 60, p. 342 - 348

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Citation Number: 42

Abstract

Complete spectral parameters for the 1H nmr spectra of 2-hydroxyphenyl methyl sulfide, 2, 2- hydroxyphenyl phenyl sulfide, 3, bis (2-hydroxy-3-tert-butyl-5-methylphenyl) sulfide, 4, and bis (2-hydroxyphenyl) disulfide, 5, are reported for CCl4 solutions at 305 K. For 2 the parameters are consistent only with a conformation in which the CSC plane is roughly perpendicular to the aromatic plane. The conformational determinant is the hydrogen ...