477841-90-0Relevant articles and documents
Arene borylation through C–H activation using Cu3(BTC)2 as heterogeneous catalyst
Dhakshinamoorthy, Amarajothi,García, Cristina Vallés,Concepcion, Patricia,Garcia, Hermenegildo
, p. 212 - 217 (2020/07/06)
C–H borylation by diborane is an important process to access organoboron compounds. Noble metals, including Ir and Rh-based complexes either in the form of homogeneous or heterogeneous catalysts, have been reported to promote arene C–H borylation. Recently, metal organic frameworks (MOFs) having Ir and Co as active sites have been used as catalysts, but they require co-catalysts. In the present study, commercially available Cu3(BTC)2 (BTC: 1,3,5-benzenetricarboxylate) MOF is reported as an effective catalyst to promote borylation of arenes through C–H activation employing bis(pinacolato)diboron (1) as reagent leading to benzylic and aromatic borylation products. Interestingly, other related MOFs like MIL-101(Cr) and Al(OH)(BDC) (BDC: 1,4-benzenedicarboxylate) do not exhibit catalytic activity under identical conditions. Mechanistic studies using in-situ IR spectroscopy reveal that Cu ions play a crucial role in activating the arene and B–B bond in 1.
Decarboxylative Borylation of Stabilized and Activated Carbon Radicals
Li, Xiaojuan,Ni, Shengyang,Pan, Yi,Wang, Yi,Zhang, Qiang,Zhang, Weigang
supporting information, p. 21875 - 21879 (2020/10/02)
Redox-active esters (RAEs) as active radical precursors have been extensively studied for C?B bond formations. However, the analogous transformations of stabilized radicals from the corresponding acid precursors remain challenging owing to the strong preference towards single-electron oxidation to the stable carbocations. This work describes a general strategy for rapid access to various aliphatic and aromatic boronic esters by mild photoinduced decarboxylative borylation. Both aryl and alkyl radicals could be generated from the leaving group-assisted N-hydroxybenzimidoyl chloride esters, even α-CF3 substituted substrates could be activated for further elaboration.
Sterically Unprotected Nucleophilic Boron Cluster Reagents
Mu, Xin,Axtell, Jonathan C.,Bernier, Nicholas A.,Kirlikovali, Kent O.,Jung, Dahee,Umanzor, Alexander,Qian, Kevin,Chen, Xiangyang,Bay, Katherine L.,Kirollos, Monica,Rheingold, Arnold L.,Houk,Spokoyny, Alexander M.
supporting information, p. 2461 - 2469 (2019/09/10)
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