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首页> 外文期刊>Chemistry: A European journal >Towards an Observation of Active Conformations in Asymmetric Catalysis: Interaction-Induced Conformational Preferences of a Chiral Thiourea Model Compound
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Towards an Observation of Active Conformations in Asymmetric Catalysis: Interaction-Induced Conformational Preferences of a Chiral Thiourea Model Compound

机译：对不对称催化活性构象的观察：手性硫脲模型化合物的相互作用诱导构象偏好

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摘要

The observation of the active species is the goal of most spectroscopic investigations on enantioselective organocatalysts in solution. Although NMR spectroscopy is widely applied, it has low sensitivity for conformational changes or the chiral nature of the interactions. In the present work, we exemplify the use of vibrational circular dichroism (VCD) spectroscopy for the characterization of a chiral thiourea model compound in nonpolar and polar solvents, as well as for a detailed analysis of its interaction with a model reactant. We discuss solvent-induced conformational changes of the thiourea, and provide evidence for an unexpected binding topology between the thiourea and an acetate anion. The results clearly showcase the possibilities offered by using VCD spectroscopy in the characterization of chiral organocatalysts.
机译：活性物种的观察是对溶液中对映选择性有机催化剂进行大多数光谱研究的目的。尽管NMR光谱法已被广泛应用，但它对构象变化或相互作用的手性性质的敏感性较低。在本工作中，我们举例说明了使用振动圆二色性（VCD）光谱表征非极性和极性溶剂中手性硫脲模型化合物的特性，以及对其与模型反应物相互作用的详细分析。我们讨论了溶剂诱导的硫脲的构象变化，并提供了硫脲和乙酸根阴离子之间意外结合拓扑的证据。结果清楚地显示了使用VCD光谱表征手性有机催化剂所提供的可能性。

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