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Downfield chemical shifts at α-protons and carbons of β-propiothiolactones
Lee, Hee Bong,Park, Hyung-Yeon,Lee, Bon-Su,Kim, Young Gyu
, p. 468 - 471 (2007/10/03)
Both the α-protons and carbons of β-propiothiolactones exhibit atypical downfield chemical shifts. The α-protons of β-propiothiolactones with no heteroatom at the α-position appear at 3.53-5.35ppm, whereas the α-carbons appear at 56.9-86.2 ppm. The major cause of the unexpected deshielding effect was rationalized by assuming a through-space interaction between the occupied orbital of the α-carbon and the vacant orbital of sulfur. Copyright
