Synthesis, enantiomeric conformations, and stereodynamics of aromatic ortho-substituted disulfones.

Synthesis, enantiomeric conformations, and stereodynamics of aromatic ortho-substituted disulfones.
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芳香族邻位取代二砜的合成、对映体构象和立体动力学。

DOI:
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发表时间:
2001
期刊:
影响因子:
5.2
通讯作者:
F. Favarger
F. Favarger
中科院分区:
化学1区
文献类型:
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作者:
J. Lacour;D. Monchaud;G. Bernardinelli;F. Favarger

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[结构在文本中]芳香族邻二磺酸衍生物很容易通过铜(I)与亚硫酸钠的反应从二碘前体中获得。X-射线结构分析和手性双(磺酰基)藜芦醇衍生物和六配位三(苯二醇基)磷酸阴离子的(1)H和(31)P核磁共振表明,所合成的磺酸取代基具有C(2)对称的对映体构象(lambda和Delta)。在溶液中检测到缓慢的动态构象异构化(DeltaG(++)>或=19.8kcal mol(-1))。
[structure in text] 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.