Efficient Rh-catalyzed C-H borylation of arene derivatives under photochemical conditions

被引:24
作者
Bheeter, Charles Beromeo [1 ]
Chowdhury, Abhishek Dutta [1 ]
Adam, Rosa [1 ]
Jackstell, Ralf [1 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse, D-18059 Rostock, Germany
关键词
ACCEPTORLESS ALKANE DEHYDROGENATION; METAL BORYLENE COMPLEXES; PHOTOREDOX CATALYSIS; VISIBLE-LIGHT; ROOM-TEMPERATURE; FUNCTIONALIZATION; ACTIVATION; MECHANISM; ALKYLATION; ESTERS;
D O I
10.1039/c5ob01722j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:10336 / 10340
页数:5
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