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Synthesis, Enantiomeric Conformations, and Stereodynamics of Aromatic ortho-Substituted Disulfones

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Published in Organic Letters. 2001, vol. 3, no. 9, p. 1407-1410
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 (lambda and delta) as evidenced by X-ray structural analysis and (1)H and (31)P NMR on chiral bis(sulfonyl)veratrol derivatives and hexacoordinated tris(benzenediolato)phosphate anions. Slow dynamic conformational isomerism (DeltaG(++) > or = 19.8 kcal mol(-1)) was detected in solution.
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PMID: 11348246
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MONCHAUD, David et al. Synthesis, Enantiomeric Conformations, and Stereodynamics of Aromatic ortho-Substituted Disulfones. In: Organic Letters, 2001, vol. 3, n° 9, p. 1407-1410. https://archive-ouverte.unige.ch/unige:6957

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Deposited on : 2010-06-18

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