Organic letters

Synthesis, Enantiomeric Conformations, and Stereodynamics of Aromatic o rtho-Substituted Disulfones

…, D Monchaud, G Bernardinelli, F Favarger

Index: Lacour, Jerome; Monchaud, David; Bernardinelli, Gerald; Favarger, France Organic Letters, 2001 , vol. 3, # 9 p. 1407 - 1410

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Citation Number: 14

Abstract

Aromatic ortho-disulfone derivatives are readily accessible from diiodide precursors by Cu (I)-mediated reactions with sodium sulfinate salts. The sulfone substituents adopt C 2- symmetric enantiomeric conformations (λ and δ) as evidenced by X-ray structural analysis and 1H and 31P NMR on chiral bis (sulfonyl) veratrol derivatives and hexacoordinated tris (benzenediolato) phosphate anions. Slow dynamic conformational isomerism (Δ G≥ 19.8 ...