ChemInform Abstract: Synthesis and Structure of Functionalized Derivatives of the Cleft‐Shaped Molecule Dithiosalicylide.

Abstract

Synthesis and Structure of Functionalized Derivatives of the Cleft-Shaped Molecule Dithiosalicylide.-A recently developed simple preparation of dithiosalicylide from 3H-1,2-benzodithiol-3-one is applied to the preparation of analogues presenting larger cavities than the parent compound and to several analogues which may be amenable to further functionalization. The crystal structures of two compounds show that they form discrete, selfincluded dimers and that interaction between the dimers give rise to interesting supermolecular structures. Because the dithiosalicylide-forming reaction involves dimerization of triphenylphosphine-activated 3H-1,2-benzodithiol-3-ones, it is possible to prepare asymmetric functionalized clefts by this method, starting with 1:1 mixtures of two different derivatives of (III). -(MITRA, K.; POHL, M. E.; MACGILLIVRAY, L. R.; BARNES, C. L.; GATES, K. S.; J. Org. Chem. 62 (1997) 26, 9361-9364; Dep. Chem., Univ. Mo., Columbia, MO 65211, USA; EN)