Air- and Water-Tolerant (PNP)Ir Precatalyst for the Dehydrogenative Borylation of Terminal Alkynes,Organometallics

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Air- and Water-Tolerant (PNP)Ir Precatalyst for the Dehydrogenative Borylation of Terminal Alkynes
Organometallics ( IF 2.5 ) Pub Date : 2020-06-17 , DOI: 10.1021/acs.organomet.0c00250
Bryan J. Foley ₁ , Oleg V. Ozerov ₁

Affiliation

This work discloses the facile synthesis and efficacy of (PNP)IrH(OAc), a precatalyst for the dehydrogenative borylation of terminal alkynes (DHBTA). Unlike the previously reported precatalysts in the (PNP)Ir system (PNP = diarylamido/bis(phosphine) pincer), it is air-stable in the solid state. Upon exposure to air in solution, it possesses a useful half-life on the order of 1–100 h, depending on the intensity of mixing. Air-degraded solutions of (PNP)IrH(OAc) retain DHBTA catalytic activity and selectivity upon exposure to the mixture of a terminal alkyne and HBpin. It is also demonstrated that (PNP)Ir-catalyzed DHBTA is compatible with the presence of modest amounts of moisture or air and that the catalyst is sufficiently long-lived to deliver turnover numbers (TONs) of > 100 000.

中文翻译：

耐空气和耐水（PNP）Ir预催化剂用于末端炔烃的脱氢硼化反应

这项工作公开了（PNP）IrH（OAc）的简便合成和功效，PNPIrH（OAc）是末端炔烃（DHBTA）脱氢硼化的前催化剂。与先前报道的（PNP）Ir系统中的预催化剂不同（PNP =二芳基酰胺/双（膦）钳），它在固态下是空气稳定的。暴露于溶液中的空气后，根据混合强度的不同，其半衰期约为1–100小时。（PNP）IrH（OAc）的空气降解溶液在暴露于末端炔烃和HBpin的混合物后仍具有DHBTA催化活性和选择性。还证明了（PNP）Ir催化的DHBTA与适量的湿气或空气的存在相容，并且该催化剂的寿命足够长，可以提供大于100000的周转率（TONs）。

更新日期：2020-07-13

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