Stable conformations of aliphatic disulfides: influence of 1,4 interactions involving sulfur atoms.
The present state of knowledge of the stable conformations of the XCCSSCCX fragment (in which X is any saturated group) of aliphatic disulfides is examined. In particular, the evidence for the existence of attractive 1,4 interactions between CH groups and S atoms across C-S bonds and their influence on the potential function for rotation about C-S bonds is discussed. The effects of similar attractive interactions between NH groups and S atoms on the potential function for rotation about C-C bonds also are considered. It is concluded that weak attractive interactions between CH groups and S atoms are capable of stabilizing rotamers with unusually low (about 30 degrees) values of the SS-CC dihedral angle.
D000473:Alkanes; D004220:Disulfides; D008968:Molecular Conformation; D013059:Spectrum Analysis, Raman; D013816:Thermodynamics; D014961:X-Ray Diffraction
D000473:Alkanes; D004220:Disulfides
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