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US 2003/0120124 A1Published application
Palladium-catalyzed cross-coupling of aryldiazonium salts with arylsilanes
AssigneeBoard of Supervisors of Louisiana State University and Agricultural and Mechanical College
InventorDavid A. Spivak
Life of this patent
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Abstract
A palladium catalyzed cross-coupling of aryldiazonium salts with organosilanes is disclosed. New reactions that are user friendly and environmentally friendly are now possible, including some reactions that could not be achieved using prior methods. The organosilanes that may be cross-coupled with aryldiazonium salts include, for example, Ar′—Si(L)3, where Ar′=aryl, and where L=CH3, OCH3, F, Cl, R, or OR.
Claims9
A method for cross-coupling an aryldiazonium salt and an arylsilane, comprising:
- (a) mixing the aryldiazonium salt and the arylsilane in the presence of a catalyst comprising palladium;
- wherein the aryldiazonium salt comprises ArN2+X−, wherein X− is a monovalent anion;
- wherein Ar is aryl;
- and wherein the aryl silane comprises Ar′—Si(L)3;
- wherein Ar′ is aryl;
- Ar′ and Ar may be the same or different;
- L is selected from the group consisting of —CH3, —OCH3, —F, —Cl, R, and —OR;
- wherein R denotes a C2 to C5 alkyl group;
- and wherein the three L substituents may be the same or different;
- and
- (b) reacting the aryidiazonium salt and the arylsilane for a time and at a temperature sufficient to allow formation of the cross-coupled product Ar—Ar′.
8 more elements
Dependencies are inferred from the claim text.