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Exploration of Bisphosphine-Supported Cu Trifluoromethylating Agents

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Abstract

Copper-based trifluoromethylation has been previously accomplished using triphenylphosphine and, separately, 1,10-phenanthroline (phen) as stabilizing ligands. While both have been applied successfully, only phen has proven efficient in catalytic testing, owing to the bidentate nature of the ligand. To date, no examples of copper-based trifluoromethylating agents utilizing bisphosphines as stabilizing ligands has been reported. We are currently exploring bisphosphine complexes of the form (PP)CuCF3 (PP = bisphosphine ligand) both in catalytic tests as well as by synthesizing the presumed catalytic complexes. Monitoring of catalytic reactions is accomplished by 19F NMR. Copper complexes are characterized by NMR (31P{1H}, 19F, 13C{1H}, and 1H) and UV-vis spectroscopies.

College

College of Science & Engineering

Department

Chemistry

Location

Winona, Minnesota

Presentation Type

Video (Prerecorded-MP4)

475poster.pptx (1758 kB)

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Exploration of Bisphosphine-Supported Cu Trifluoromethylating Agents

Winona, Minnesota

Copper-based trifluoromethylation has been previously accomplished using triphenylphosphine and, separately, 1,10-phenanthroline (phen) as stabilizing ligands. While both have been applied successfully, only phen has proven efficient in catalytic testing, owing to the bidentate nature of the ligand. To date, no examples of copper-based trifluoromethylating agents utilizing bisphosphines as stabilizing ligands has been reported. We are currently exploring bisphosphine complexes of the form (PP)CuCF3 (PP = bisphosphine ligand) both in catalytic tests as well as by synthesizing the presumed catalytic complexes. Monitoring of catalytic reactions is accomplished by 19F NMR. Copper complexes are characterized by NMR (31P{1H}, 19F, 13C{1H}, and 1H) and UV-vis spectroscopies.