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A Well-Defined Monomeric Aluminum Complex as an Efficient and General Catalyst in the Meerwein-Ponndorf-Verley Reduction

机译:定义明确的单体铝配合物,作为Meerwein-Ponndorf-Verley还原反应中的高效通用催化剂

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The metal-catalyzed Meerwein-Ponndorf-Verley (MPV) reduction allows for the mild and sustainable reduction of aldehydes and ketones but has not found widespread application in organic synthesis due to the high catalyst loading often required to obtain satisfactory yields of the reduced product. We report here on the synthesis and structure of a sterically extremely overloaded siloxide-supported aluminum isopropoxide capable of catalytically reducing a wide range of aldehydes and ketones (52 examples) in excellent yields under mild conditions and with low catalyst loadings. The unseen activity of the developed catalyst system in MPV reductions is due to its unique monomeric nature and the neutral donor isopropanol weakly coordinating to the aluminum center. The present work implies that monomeric aluminum alkoxide catalysts may be attractive alternatives to transition-metal-based systems for the selective reduction of aldehydes and ketones to primary and secondary alcohols.
机译:金属催化的Meerwein-Ponndorf-Verley(MPV)还原可实现醛和酮的温和且可持续的还原,但由于获得令人满意的还原产物收率通常需要高催化剂负载,因此尚未在有机合成中得到广泛应用。我们在此报告了一种在空间上极度超载的氧化硅负载的异丙醇铝的合成和结构,该醇能够在温和条件下以低催化剂负载量以优异的收率催化还原多种醛类和酮类(52个实例)。发达的催化剂体系在MPV还原中看不见的活性是由于其独特的单体性质和中性的供体异丙醇与铝中心的配位较弱。目前的工作表明,单体烷氧基铝催化剂可能是基于过渡金属的系统的有吸引力的替代品,用于将醛和酮选择性还原为伯醇和仲醇。

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