2-DIMENSIONAL VIBRATIONAL POTENTIAL-ENERGY SURFACE FOR THE RING BENDING AND TWISTING OF 1,3-OXATHIOLANE - EVIDENCE FOR THE ANOMERIC EFFECT RESULTING FROM -O-CH2-S- LINKAGES Academic Article uri icon

abstract

  • The far-infrared spectra of 1,3-oxathiolane and its 2,2-d2isotopomer have been analyzed in terms of a two-dimensional vibrational potential energy surface expressed as a function of ring-bending and ring-twisting coordinates. The barrier to planarity was determined to be 2289 200 cm-1while the barrier to pseudorotation, representing the energy difference between the lowest energy twisted form and the highest energy bent form, was found to be 57020 cm-l. The barrier to planarity is about 500 cm-1 higher than that of cyclopentane, and this is attributed to the anomeric effect resulting from the -O-CH2-S- linkage which tends to twist the molecule out of the planar configuration. 1994 American Institute of Physics.

published proceedings

  • JOURNAL OF CHEMICAL PHYSICS

author list (cited authors)

  • LEIBOWITZ, S., & LAANE, J.

citation count

  • 9

complete list of authors

  • LEIBOWITZ, S||LAANE, J

publication date

  • August 1994