4.5 Article

Ligand Rearrangement Leads to Tetrahydrothiophene-Functionalized N,S-Heterocyclic Carbene Palladium(II) Complexes

Journal

ORGANOMETALLICS
Volume 40, Issue 14, Pages 2311-2319

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.1c00041

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Funding

  1. National Institutes of Health [5R35GM125052]
  2. National Science Foundation [NSF/DGE-1842471]
  3. Hearst Foundations

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Tetrahydrothiophene-functionalized N, S-heterocyclic carbene palladium(II) complexes were synthesized through an unexpected rearrangement using palladium(II) trifluoroacetate instead of other palladium(II) compounds, and their catalytic capabilities in C-C coupling reactions were demonstrated.
Tetrahydrothiophene-functionalized N,S-heterocyclic carbene palladium(II) complexes are synthesized through an unexpected rearrangement that proceeds with palladium(II) trifluoroacetate but not with palladium(II) acetate, palladium(II) bromide, or palladium(II) chloride. A series of these complexes were isolated and characterized by X-ray crystallography. The mechanism of formation of these [3.2.1]palladabicycles was explored, and the catalytic capabilities of these complexes were demonstrated in representative C-C coupling reactions.

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