Chelation directed c-h activation reactions catalyzed by solid-supported palladium(ii) catalysts
AssigneeVirginia Commonwealth University
InventorsKeith C. ELLIS, Frank B. GUPTON
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Abstract
Chelation directed C—H activation reactions that are catalyzed by Pd(11) on Multi-Walled Carbon Nanotubes (MWCNT), Single-Walled Carbon Nanotubes (SWCNT), or graphene are provided. The reactions are used to directly and regioselectively or regiospecifically functionalize specific C—H bonds, e.g. to build complexity into small molecules. Features and advantages of the present invention will be set forth in the description of invention that follows, and in part will be apparent from the description or may be learned by practice of the invention. The invention will be realized and attained by the compositions and methods particularly pointed out in the written description and claims hereof.
Claims15
A method for selectively producing functionalized aryl or heteroaryl compounds, comprising the steps of:
- combining an aryl or heteroaryl compound containing at least one C—H group with a solid-supported Pd(II) catalyst selected from the group consisting of Pd(II)/MWCNT, Pd(II)/SWCNT and Pd(II)/graphene, wherein said combining is performed under conditions wherein said solid-supported Pd(II) catalyst selectively catalyzes a reaction which attaches a functional group to said aryl or heteroaryl compound at said at least one C—H group as a reaction product;
- and
- separating said solid-supported Pd(II) catalyst from said reaction product.
A solid-supported Pd(II) catalyst selected from the group consisting of Pd(II)/MWNCT, Pd(II)/SWCNT and Pd(II)/graphene, wherein said solid-supported Pd(II) catalyst is present as a powder or a dispersion in a fluid and wherein said solid-supported Pd(II) catalyst has a purity with respect to Pd(0) or Pd(IV) species of at least 90%.
A method of catalyzing a reaction which functionalizes specific C—H bonds in small molecules, comprising the step of:
- combining a first molecule of interest having at least one specific C—H bond with a solid-supported Pd(II) catalyst under conditions which activate said at least one specific C—H bond for replacement of the H atom of the at least one specific C—H bond with a different atom or a functional group of interest to produce a second molecule of interest which is identical to said first molecule of interest except for the replacement of the H atom with the different atom or functional group of interest.
Dependencies are inferred from the claim text.