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首页> 外文期刊>Chemistry: A European journal >Enantioselective hydrogenation with self-assembling rhodium phosphane catalysts: Influence of ligand structure and solvent
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Enantioselective hydrogenation with self-assembling rhodium phosphane catalysts: Influence of ligand structure and solvent

机译：自组装铑膦烷催化剂的对映选择性氢化：配体结构和溶剂的影响

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摘要

Three sets of new and related chiral phospholane and phosphepine ligands have been prepared for Rh-catalyzed enantioselective hydrogenation. The size and substitution pattern of the cyclic monophosphanes were varied. More importantly, the ligands differ in the nature of the heterocyclic group linked to the trivalent phosphorus atom: 2-pyridone or 2-alkoxypyridine. In the corresponding Rh complexes, the pyridone units of two monodentate P ligands can assemble by hydrogen bonding and form chelates. In contrast, synthetic precursors bearing alkoxypyridine appendages are not able to aggregate via intramolecular hydrogen bonds. The nature of self-assembly is dependent on the nature of the P ligand and the solvent used for the hydrogenation (CH2Cl2 vs. MeOH). These features affect the rate of the reaction as well as the enantioselectivity, which varied in the range of 0-99 % ee Complexation studies and DFT calculations were performed to explain these differences.
机译：已经制备了三组新的和相关的手性磷杂环戊烯和磷脂碱配体用于Rh催化的对映选择性氢化。环状单膦的尺寸和取代方式是变化的。更重要的是，配体在与三价磷原子连接的杂环基团的性质上不同：2-吡啶酮或2-烷氧基吡啶。在相应的Rh络合物中，两个单齿P配体的吡啶酮单元可通过氢键组装并形成螯合物。相反，带有烷氧基吡啶附属物的合成前体不能通过分子内氢键聚集。自组装的性质取决于P配体的性质和用于氢化的溶剂（CH2Cl2对MeOH）。这些特征影响反应速率以及对映选择性，其变化范围为0-99％ee ee进行络合研究和DFT计算以解释这些差异。

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