Conformational preference in 1, 3-dithianes containing 2-phosphoryl,-(thiophosphoryl), and-(selenophosphoryl) groups. Chemical and crystallographic implications of …

M Mikolajczyk, PP Graczyk…

Index: Mikolajczyk, Marian; Graczyk, Piotr P.; Wieczorek, Michal W. Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1672 - 1693

Full Text: HTML

Citation Number: 26

Abstract

The operation of the anomeric effect in all the title compounds studied was found. The magnitude of the anomeric effect was found to be larger than 10 kJ/mol. Crystallographic, spectroscopic, and thermodynamic data suggest that the ngu* Cp hyperconjugative interaction is one of the factors responsible for the anomeric effect. The second interaction stabilizing the axial position of phosphorus can be P= YH (4 or 6) hydrogen bond ...