Carbenes are among the most powerful reactants in organic synthesis, with capacity to insert into a variety of otherwise stable bonds, and generate two new bonds in a straightforward manner. However, the intrinsic instability of such carbenes makes them to be catalytically generated, in–situ, from precursors such as diazocarbonyl compounds, and the catalyst, in turn, also controls the subsequent insertion reaction. The catalyst is generally a metal complex in solution, mainly Cu, Ag or Rh, but also others, including protons in rare cases. Here we show that carbenes are generated, stabilized and inserted into C–C, C–H, O–H, N–H, Si–H and O–O bonds after reacting diazocarbonyl compounds with catalytic amounts of metal–free, commercially available dealuminated H–Y zeolites. These results open the way to design carbene–mediated organic reactions on readily available and reusable catalytic solids without involving metals.

中文翻译：

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脱离的 H-Y 沸石从重氮羰基化合物中生成、稳定和催化插入卡宾


卡宾是有机合成中最强大的反应物之一，能够插入各种其他稳定的键中，并以简单的方式产生两个新键。然而，这种卡宾的固有不稳定性使它们由重氮羰基化合物等前体原位催化生成，而催化剂反过来也控制着随后的插入反应。催化剂通常是溶液中的金属络合物，主要是 Cu、Ag 或 Rh，但也包括其他催化剂，包括极少数情况下的质子。在这里，我们表明卡宾在重氮羰基化合物与催化量的无金属、市售的脱离 H-Y 沸石反应后，生成、稳定并插入 C-C、C-H、O-H、N-H、Si-H 和 O-O 键中。这些结果为在不涉及金属的情况下在现成且可重复使用的催化固体上设计卡宾介导的有机反应开辟了道路。