2025-11-12 理化学研究所
一時的なπ配位による電子が豊富な芳香族炭化水素の官能基化
＜関連情報＞
- https://www.riken.jp/press/2025/20251112_2/index.html
- https://pubs.rsc.org/en/content/articlelanding/2025/sc/d5sc08107f
過渡的π配位は単純なアレーンの求核ホウ素化を可能にする Transient π-coordination enables nucleophilic borylation of simple arenes
Yuichiro Mutoh, Relam Khalaf, Sobi Asako and Laurean Ilies
Chemical Science Published:04 Nov 2025
DOI:https://doi.org/10.1039/D5SC08107F
Abstract
Borylation of an arene typically proceeds via transition-metal-catalyzed C–H activation. We report here that transient π-coordination to chromium activates 1 equiv. of a simple arene towards nucleophilic borylation with B2(pin)2 in the presence of an additive such as K2CO3 or KF. The transient activation of the substrate is achieved via in situ ligand exchange with a naphthalene chromium complex, followed by borylation of the resulting arene chromium complex. Electron-rich and sterically hindered arenes, challenging substrates for transition-metal-catalyzed C–H borylation, react well under these conditions. Mechanistic studies support an anionic mechanism, where a borate species undergoes nucleophilic addition to the arene chromium complex, followed by hydride migration.
