We report herein a new methodology for the rapid and selective reduction of carbonyls in the solid phase. By exploiting mechanical energy and using a cheap and air-stable silane, polymethylhydrosiloxane (PMHS), we can reduce a variety of carbonyl compounds, with catalytic amounts of fluorides. A scope of 19 substrates was explored to probe the generality of the method. In addition, an important biomass-based platform chemical, 5-hydroxymethylfurfural (5-HMF), and an insoluble polymer, polyketone, could be reduced with this methodology. A mechanistic study is also presented, suggesting the active role of volatile silane species. This method is particularly appealing to overcome substrate solubility issues and reduce solvent reliance in organic synthesis.

中文翻译：

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聚甲基氢硅氧烷为氢源的羰基的机械化学无金属转移加氢

我们在此报道了一种用于固相中羰基的快速和选择性还原的新方法。通过利用机械能并使用廉价且空气稳定的硅烷聚甲基氢硅氧烷（PMHS），我们可以用催化量的氟化物还原各种羰基化合物。探索了19种底物的范围，以探讨该方法的普遍性。此外，使用这种方法可以减少基于生物质的重要平台化学品5-羟甲基糠醛（5-HMF）和不溶性聚合物聚酮。还进行了机理研究，表明了挥发性硅烷物质的积极作用。该方法特别吸引人，它克服了底物的溶解性问题并减少了有机合成中的溶剂依赖性。