An Improved Synthesis of BrettPhos- and RockPhos-Type Biarylphosphine Ligands
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Author(s) •
Hoshiya, Naoyuki
Buchwald, Stephen Leffler
Date Issued
June 2012
Journal
Advanced Synthesis & Catalysis
Publisher
Wiley Blackwell
Citation
Hoshiya, Naoyuki, and Stephen L. Buchwald. “An Improved Synthesis of BrettPhos- and RockPhos-Type Biarylphosphine Ligands.” Advanced Synthesis & Catalysis 354, no. 10 (July 9, 2012): 2031-2037.
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Author's final manuscript
Abstract
Improved processes for the preparation of biphenyl-based phosphine ligands t-BuBrettPhos, RockPhos, and BrettPhos are presented. The new methods, featuring the use of Grignard reagents and catalytic amounts of copper, are superior to the previous methods, which require the use of tert-butyllithium and stoichiometric amounts of copper. Specifically, the use of less dangerous reagents provides a safer process, while the use of catalytic amounts of copper allows for the isolation of pure products in high yield. These improvements are particularly significant for the large-scale preparation of these ligands.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Creative Commons Attribution-Noncommercial-Share Alike 3.0
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DOI of Published Version
https://doi.org/10.1002/adsc.201200398