IP Library Granted Patent US 11,649,258
Granted Patent B2
US 11,649,258 · App. 17/173,500 · Granted May 16, 2023

Complexes

Inventors: Thomas Colacot (West Deptford, NJ); Ruishan Chow (West Chester, PA); Andrew Jon DeAngelis (West Deptford, NJ)
Assignee: Johnson Matthey Public Limited Company
C07F15/006C07B37/04C07B43/04C07C17/32C07C45/68C07D213/127C07D213/24C07D213/50C07D213/56C07D215/38C07D295/096C07D307/46C07D401/06C07D403/04C07D405/04C07D409/04C07D471/04
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Quick Facts
Patent No.
US 11,649,258
App. No.
17/173,500
Granted
May 16, 2023
Kind
B2
Abstract

The present invention provides a palladium(II) complex of formula (1). R 12 , m, and X are described in the specification. The invention also provides a process for the preparation of the complex, and its use in carbon-carbon and carbon-heteroatom coupling reactions.

Claims (17)

1. A palladium(II) complex of formula (1):

wherein:

Cy is cyclohexyl;

R 12 is an organic group having 1-20 carbon atoms;

m is 0, 1, 2, 3, 4 or 5; and

X is a coordinating anionic ligand.

2. A palladium(II) complex according to claim 1 , wherein R 12 is selected from the group consisting of substituted and unsubstituted straight-chain alkyl, substituted and unsubstituted branched-chain alkyl, substituted and unsubstituted cycloalkyl, substituted and unsubstituted aryl, and substituted and unsubstituted heteroaryl wherein the heteroatoms are independently selected from sulfur, nitrogen and oxygen.

3. A palladium(II) complex according to claim 1 , wherein X is a halo group or a trifluoroacetate group.

4. A palladium(II) complex according to claim 1 , wherein the complex of formula (1) is selected from the group consisting of:

5. A process for the preparation of a complex of formula (1), the process comprising the step of reacting a complex of formula (3) with a monodenatate biaryl ligand of formula (4) to form the complex of formula (1),

wherein,

Cy is cyclohexyl;

R 12 is an organic group having 1-20 carbon atoms;

m is 0, 1, 2, 3, 4 or 5; and

X is a coordinating anionic ligand.

6. A process for carrying out a carbon-carbon coupling reaction or a carbon-heteroatom coupling reaction in the presence of a catalyst, the process comprising the use of a complex of formula (1) as defined in claim 1 .

7. The process of claim 6 , wherein the carbon-carbon coupling reaction is (a) a Heck reaction; (b) a Suzuki reaction; (c) a Sonogashira reaction; or (d) a Negishi reaction and the carbon-heteroatom coupling reaction is a Buchwald-Hartwig amination reaction.

Assignments (1)
CHANGE OF ADDRESS Recorded Jan 14, 2026
From: JOHNSON MATTHEY PUBLIC LIMITED COMPANY
To: JOHNSON MATTHEY PUBLIC LIMITED COMPANY
Reel/Frame 074703/0733 →
Continuity (5)
Division 16686960 · Nov 18, 2019
Division 16284841 · Feb 25, 2019
Division 15318106
Provisional Application 62011168 · Jun 12, 2014
Related Publication 20210163516A1 · Jun 3, 2021