IP Library Granted Patent US 11,084,839
Granted Patent B2
US 11,084,839 · App. 16/036,932 · Granted Aug 10, 2021

Symmetrical CCC-NHC pincer metal complexes and symmetrical bimetallic complexes: bio-activity, and applications to organic transformations and energy-related catalytic methods

Inventors: Thedford Keith Hollis (Starkville, MS); Charles Edwin Webster (Starkville, MS); Jared H. Delcamp (Oxford, MS)
Assignees: Mississippi State University; University of Mississippi
C07F15/04B01J19/088C01B13/0203C07F15/006C07F15/0086C25B1/00B01J2219/0805B01J2219/0884B01J2219/0892
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Quick Facts
Patent No.
US 11,084,839
App. No.
16/036,932
Granted
Aug 10, 2021
Kind
B2
Abstract

Provided herein are a symmetrical pincer metal and bimetallic complexes. The symmetrical pincer metal complex includes a structure according to Formula I: wherein M is a metal; each N and N′ is independently nitrogen or carbon; Z is selected from the group consisting of CH, C, and N; n is 0-3; each L is independently a neutral or charged ligand; and each R is independently an alkyl, Nx, CH 2 TMS. The symmetrical bimetallic complex includes a structure according to Formula II: wherein M is a metal; each N and N′ is independently nitrogen or carbon; Z is selected from the group consisting of CH, C, and N; n is 0-3; each L is independently a neutral or charged ligand; and wherein each R is independently an alkyl, Nx, CH 2 TMS. Also provided herein is a method of catalyzing a reaction including administering one or more of the compounds disclosed herein.

Claims (20)

1. A method of catalyzing reduction of CO 2 comprising administering a complex having a structure according to Formula I:

wherein M is a transition metal;

wherein each N and N′ is independently nitrogen;

wherein Z is selected from the group consisting of CH, C, and N;

wherein n is 0-3;

wherein each L is independently a neutral or charged ligand;

wherein each R is independently an alkyl, 3,3-dimethylbutyl (Nx), or CH 2 Si(CH 3 ) 3 (trimethylsilylmethyl); and

wherein the dashed lines are independently a 6 membered ring including Z and the ortho C, N═CH, or HC═CH.

2. The method of claim 1 , wherein at least one L is selected from the group consisting of monodentate, bidentate, and tridentate ligands.

3. The method of claim 1 , wherein at least one L is selected from the group consisting of halogen, alkyl, aryl, biaryl, substituted aryl, aryloxy, acetate, trifluoroacetate, and alkoxy.

4. The method of claim 3 , wherein at least one L is a halogen.

5. The method of claim 3 , wherein the alkyl is selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, and hexyl.

6. The method of claim 3 , wherein the substituted aryl is a fluoro substituted aryl.

7. The method of claim 1 , wherein the alkyl of R is selected from the group consisting of methyl, ethyl, propyl, butyl, pentyl, and hexyl.

8. The method of claim 1 , wherein M is Ni.

9. The method of claim 8 , wherein the complex is selected from the group consisting of:

10. The method of claim 1 , wherein M is Pt.

11. The method of claim 10 , wherein the complex is selected from the group consisting of:

12. The method of claim 1 , wherein M is Pd.

13. The method of claim 12 , wherein the complex is selected from the group consisting of:

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 17, 2018
From: HOLLIS, THEDFORD KEITH; WEBSTER, CHARLES EDWIN
To: MISSISSIPPI STATE UNIVERSITY
Reel/Frame 046850/0512 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 17, 2018
From: DELCAMP, JARED HEATH
To: UNIVERSITY OF MISSISSIPPI
Reel/Frame 046850/0725 →
CONFIRMATORY LICENSE Recorded Aug 1, 2018
From: MISSISSIPPI STATE UNIVERSITY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 046699/0559 →
Continuity (2)
Provisional Application 62532694 · Jul 14, 2017
Related Publication 20190016741A1 · Jan 17, 2019