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US 10,377,724 B2Granted
Aryl halide cross-coupling method and product made therefrom
AssigneeKing Fahd University of Petroleum and Minerals
InventorsBassam El Ali, Rami Khalid Suleiman, Mansur Bala Ibrahim
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Abstract
A solid-supported catalyst ligand which chelates palladium (II) species to form a complex that functions as a heterogeneous catalyst that is stable and can be recycled without significantly losing any catalytic activity in a variety of chemical transformations, a method for producing the solid-supported catalyst ligand and a method for catalyzing a palladium cross-coupling reaction, such as the Suzuki-Miyaura, Mizoroki-Heck, and Sonagashira reactions.
Claims4
An aryl halide cross-coupling method, comprising:
- reacting the aryl halide with a compound comprising at least one of a boronic acid, a terminal alkyne, and an alkene in the presence of a solvent, a base, and a solid-supported catalyst to form a palladium cross-coupling product,
- wherein the solid-supported catalyst, comprises:
- a catalytic metal in the form of a Pd+2 species having the formula PdZ2, wherein Z is —Cl, and
- a solid-supported ligand of formula (I)
- wherein the nitrogen atoms of the two oxazoline heterocycles of the solid-supported ligand chelate the catalytic metal;
- and
- wherein each of R1 and R2 is —CH3;
- wherein each of R3, R4, R5, and R6 is —H;
- X is O;
- and
- wherein SS is a solid resin bead with the proviso that the solid resin bead is not silica.
8 more elements
Dependencies are inferred from the claim text.