An organophosphorus-catalyzed method for the synthesis of unsymmetrical hydrazines by cross-selective intermolecular N–N reductive coupling is reported. This method employs a small ring phosphacycle (phosphetane) catalyst together with hydrosilane as the terminal reductant to drive reductive coupling of nitroarenes and anilines with good chemoselectivity and functional group tolerance. Mechanistic investigations support an autotandem catalytic reaction cascade in which the organophosphorus catalyst drives two sequential and mechanistically distinct reduction events via P^III/P^V═O cycling in order to furnish the target N–N bond.

中文翻译：

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PIII/PV=O-催化分子间 N-N 键的形成：硝基芳烃和苯胺的交叉选择性还原偶联

报道了一种通过交叉选择性分子间 N-N 还原偶联合成不对称肼的有机磷催化方法。该方法采用小环磷环（膦烷）催化剂和氢硅烷作为末端还原剂来驱动硝基芳烃和苯胺的还原偶联，具有良好的化学选择性和官能团耐受性。机理研究支持自动串联催化反应级联，其中有机磷催化剂通过 P ^III /P ^V = O 循环驱动两个连续且机械上不同的还原事件，以提供目标 N-N 键。