Use of a catalyst system comprising nickel, palladium, or platinum and imidazoline-2-ylidene of imidazolidine-2-ylidene in suzuki coupling reactions
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United States of America Patent
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Jun 11, 2002
Grant Date -
N/A
app pub date -
Feb 22, 2000
filing date -
Feb 22, 1999
priority date (Note) -
Expired
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Abstract
This invention provides a process for conducting Suzuki coupling reactions. The processes of the present invention make use of N-heterocyclic carbenes as ancillary ligands in Suzuki couplings of aryl halides and aryl pseudohalides. A Suzuki coupling can be carried out by mixing, in a liquid medium, at least one strong base; at least one aryl halide or aryl pseudohalide in which all substituents are other than boronic acid groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one halogen atom selected from the group consisting of a chlorine atom, a bromine atom, and an iodine atom; at least one arylboronic acid in which all substituents are other than chlorine atoms, bromine atoms, iodine atoms, or pseudohalide groups; at least one metal compound comprising at least one metal atom selected from nickel, palladium, and platinum, wherein the formal oxidation state of the metal is zero or two; and at least one N-heterocyclic carbene. One preferred type of N-heterocyclic carbene is an imidazoline-2-ylidene of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each, independently, alkyl or aryl groups having at least 3 carbon atoms, R.sup.3 and R.sup.4 are each, independently, a hydrogen atom, a halogen atom, or a hydrocarbyl group.
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- 15 United States
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- 5 Korea
- 2 Other
Patent Owner(s)
| Patent Owner | Address | |
|---|---|---|
| UNIVERSITY OF NEW ORLEANS RESEARCH AND TECHNOLOGY FOUNDATION | NEW ORLEANS LA 70148 |
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Inventor(s)
| Inventor Name | Address | # of filed Patents | Total Citations |
|---|---|---|---|
| Huang, Jinkun | Des Plaines, IL | 16 | 96 |
| Nolan, Steven P | New Orleans, LA | 29 | 223 |
| Trudell, Mark L | Metairie, LA | 7 | 48 |
| Zhang, Chunming | New Orleans, LA | 38 | 304 |
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| Fee | Large entity fee | small entity fee | micro entity fee |
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| Surcharge after expiration - Late payment is unavoidable | $700.00 | $350.00 | $175.00 |
| Surcharge after expiration - Late payment is unintentional | $1,640.00 | $820.00 | $410.00 |
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