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SPOs as new ligands in Rh(III) catalyzed enantioselective transfer hydrogenation

机译：SPO作为RH（III）中的新配体催化对映选择性转移氢化

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摘要

The self-assembly of Secondary Phosphine Oxides (SPOs) into anionic bidentate chelates was used to construct unique systems for metal catalyzed transfer hydrogenation of ketones in isopropanol. Chelating bidentate or tridentate ligands were formed by assembly of secondary phosphine oxides through hydrogen bonding in the presence of rhodium trichloride as demonstrated by means of NMR spectroscopy and X-ray diffraction. When a chiral version of an SPO was used in asymmetric transfer hydrogenation of isopropanol and acetophenone, an enantiomeric excess of 89% was achieved. The presence of at least two ligands in the catalytically active species was confirmed by a positive non-linear effect. DFT calculations were applied to characterize several intermediates for the isopropanol dehydrogenation to produce a rhodium hydride complex and acetone. A transition state for the hydrogen-transfer was fully characterized, which revealed that the process occurs via a concerted outer-sphere mechanism.
机译：次级磷酸氧化物（SPO）的自组装用于阴离子双齿螯合物，用于构建异丙醇中酮的金属催化转移氢化的独特系统。 通过NMR光谱和X射线衍射的含量证明，在存在三氯化铑的情况下，通过二磷氧化物通过氢键组装二级磷酸氧化物形成螯合二齿或三齿配体。 当将SPO的手性版本用于异丙醇和乙烯酮的不对称转移氢化时，就可以实现89％的对映体过量。 通过阳性非线性效应证实了在催化活性物种中至少存在两个配体。 DFT计算用于表征异丙醇脱氢作用的几种中间体，以产生氢化菱hudride复合物和丙酮。 氢转移的过渡态已充分表征，该过程表明该过程是通过一致的外球机制发生的。

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