Evidence for in situ catalyst modification during the Pd-catalyzed conversion of aryl triflates to aryl fluorides |
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| Authors: | Maimone Thomas J Milner Phillip J Kinzel Tom Zhang Yong Takase Michael K Buchwald Stephen L |
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| Institution: | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States. |
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| Abstract: | A mechanistic investigation of the Pd-catalyzed conversion of aryl triflates to fluorides is presented. Studies reveal that C-F reductive elimination from a LPd(II)(aryl)F complex (L = t-BuBrettPhos or RockPhos) does not occur when the aryl group is electron rich. Evidence is presented that a modified phosphine, generated in situ, serves as the actual supporting ligand during catalysis with such substrates. A preliminary study of the reactivity of a LPd(II)(aryl)F complex based on this modified ligand is reported. |
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