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Origin of the regioselectivity in an intramolecular nucleophilic addition to arene chromium tricarbonyl complexes

机译:芳烃三羰基铬络合物分子内亲核加成反应中区域选择性的起源

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摘要

The source of the regioselectivity in the intramolecular nucleophilic addition of nitrile-stabilized carbanions to arene chromium tricarbonyl complexes was investigated for seven different substitution patterns on the arenes. All of the arenes are 1,4-dioxygenated and the substitution varies in the oxygen substituent and in the substituents of the arene carbons (hydrogen and alkyl). The regioselectivity is correlated with the preferred conformations of the chromium tricarbonyl group which in turn was determined by solution and solid-state ~(13)C NMR spectroscopy, ~1H NMR spectroscopy in solution as well as X-ray diffraction. In the four complexes analyzed by X-ray diffraction and the three complexes analyzed by solid-state 13C NMR spectroscopy, there was only one complex where it was found that the preferred conformation of the -Cr(CO)_3 is different in solution than it is in the solid-state.
机译:研究了在芳烃三羰基铬络合物分子内的腈稳定化碳负离子分子内亲核加成中区域选择性的来源。所有的芳烃都被1,4-二加氧,并且取代基在氧取代基和芳烃碳(氢和烷基)的取代基中变化。区域选择性与三羰基铬的优选构象相关,后者又由溶液和固态〜(13)C NMR光谱,溶液中〜1H NMR光谱以及X射线衍射确定。在通过X射线衍射分析的四种配合物和通过固态13C NMR光谱分析的三种配合物中,只有一种配合物,其中发现-Cr(CO)_3在溶液中的优选构象与其不同处于固态。

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