Bheeter Charles Beromeo, Chowdhury Abhishek Dutta, Adam Rosa, Jackstell Ralf, Beller Matthias
Leibniz-Institut für Katalyse an der Universität Rostock, e.V. Albert-Einstein-Str. 29a, 18059 Rostock, Germany.
Org Biomol Chem. 2015 Nov 7;13(41):10336-40. doi: 10.1039/c5ob01722j.
Photocatalysis allows innovations in organic synthesis. Among the various catalytic reactions, CH-functionalizations offer valuable possibilities for the refinement of easily available building blocks. In this respect, catalytic borylation is of interest, too. So far, most of the catalytic borylation reactions are performed under thermal conditions at comparably high temperatures. Here, we describe a new synthetic route for efficient borylation reactions of arenes using a photocatalytic pathway. This novel approach allows the synthesis of a broad variety of borylated arenes and heteroarenes under mild conditions. Applying trans-[Rh(PMe3)2(CO)Cl] as an active photocatalyst and HBPin as an boron source, we achieved high TON. A catalytic cycle that relies on a Rh(I)-Rh(III) interconversion is proposed.
光催化为有机合成带来了创新。在各种催化反应中，碳氢官能化反应为优化易于获得的结构单元提供了宝贵的可能性。在这方面，催化硼化反应也备受关注。到目前为止，大多数催化硼化反应是在相对较高温度的热条件下进行的。在此，我们描述了一种利用光催化途径实现芳烃高效硼化反应的新合成路线。这种新颖的方法能够在温和条件下合成多种硼化芳烃和杂芳烃。以反式-[Rh(PMe₃)₂(CO)Cl]作为活性光催化剂，以频哪醇硼烷（HBPin）作为硼源，我们实现了高的转化数（TON）。本文提出了一个基于铑（I）-铑（III）相互转化的催化循环。
