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Updated: Sep 19, 2025

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Published on: July 30, 2017
Highly Active Catalyst for Suzuki-Miyaura Coupling to Form Sterically Demanding Biaryls: Electronic Control of Pd
Toshinobu Korenaga1, Hikaru Obata1, Satsuki Moriya1
1Department of Science and Engineering, Faculty of Science and Engineering, Iwate University, 4-3-5 Ueda, Morioka, Iwate 020-8551, Japan.
Abstract:
To accelerate reductive elimination in Suzuki-Miyaura coupling (SMC) through secondary interactions with a Buchwald-type ligand, a heptafluorotolyl group was introduced into the ligand's structure, guided by DFT calculations. The resulting ligand, HFTPhos, was effective for SMC, enabling the formation of sterically demanding biaryls. The catalyst loading could be reduced to as low as 0.025 mol % for tetra-ortho-substituted biaryls and 0.001 mol % for tri-ortho-substituted biaryls.
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