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An Improved Synthesis of BrettPhos- and RockPhos-Type Biarylphosphine Ligands

Author(s)
Hoshiya, Naoyuki; Buchwald, Stephen Leffler
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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.
Date issued
2012-06
URI
http://hdl.handle.net/1721.1/81975
Department
Massachusetts Institute of Technology. Department of Chemistry
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.
Version: Author's final manuscript
ISSN
16154150
1615-4169

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