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US 11,773,074 B2Granted
Method for aerobic oxidative coupling of thiophenes with a ligand-supported palladium catalyst
AssigneeWisconsin Alumni Research Foundation
InventorsShannon Stahl, Stephen Tereniak
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Abstract
An oxidative homocoupling method of synthesizing certain 2,2′-bithiophenes from thiophenes using oxygen as the terminal oxidant is disclosed. In non-limiting examples, the method uses oxygen along with a catalytic system that includes palladium, an assistive ligand, and a non-palladium metal additive to catalyze one of the following reactions: Associated catalytic systems and compositions are also disclosed.
Claims17
A catalytic system for catalyzing the synthesis of a 2,2′-bithiophene from two thiophenes, comprising:
- oxygen gas;
- palladium;
- a transition metal, alkali metal, alkaline earth metal, bismuth salt, or aluminum salt;
- and
- a ligand, wherein the ligand is selected from the group consisting of a 1,10-phenanthroline-5,6-dione, a 2,2′-bipyridine, a 2,2′-bipyrimidine, a 4,5-diazafluoren-9-one, a quinoline, a 1,10-phenanthroline, a bis(arylimino)acenaphthene, and a 2,2′-biquinoline.
2 more elements
Dependencies are inferred from the claim text.