ONO pincer ligands and ONO pincer ligand comprising metal complexes

Patent metadata

Field	Value
Publication number	US-9765102-B2
Application number	US-201615286780-A
Country	US
Kind code	B2
Filing date	Oct 6, 2016
Priority date	May 11, 2011
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

Embodiments of the invention are directed to ONO pincer ligands that can be in a trianionic, protonated or protonated equivalent form. The ONO pincer ligand can be combined with a metal comprising compound to form an ONO pincer ligand comprising transition metal complex. By choice of the ONO pincer ligand structure, the steric and electronic properties of the metal complexes therefrom can be controlled. The ONO pincer ligands comprise a central nitrogen atom that is disubstituted with a pair of three atom comprising bridges where the three atoms are a pair of sp 2 hybridized carbons and an sp 3 hybridized carbon.

First claim

We claim:

1. An ONO trianionic pincer ligand precursor, comprising a tri-protonated ONO trianionic pincer ligand precursor with OH and NH functionality of the structure:

2. A method of preparing an ONO pincer ligand precursor according to claim 1 , comprising condensing the bis-anion lithiation of bis(2-bromo-4-methylphenyl)amine with hexafluoroacetone.

3. A trianionic ONO pincer ligand comprising metal complex comprising:
at least one ONO trianionic pincer ligand derived from the ONO trianionic pincer ligand precursor of claim 1 ; and
a metal.

4. The trianionic ONO pincer ligand comprising metal complex of claim 3 , wherein the metal is a transition metal from group III through group X of the periodic table.

5. The trianionic ONO pincer ligand comprising metal complex of claim 3 , wherein the structure is:

6. The trianionic ONO pincer ligand comprising metal complex of claim 3 , wherein the structure is:

7. The trianionic ONO pincer ligand comprising metal complex of claim 3 , wherein the structure is:

8. The trianionic ONO pincer ligand comprising metal complex of claim 3 , wherein the structure is:

9. The trianionic ONO pincer ligand comprising metal complex of claim 3 , wherein the structure is:

10. A method of preparing an ONO pincer ligand comprising metal complex of claim 3 , comprising combining a precursor metal compound comprising a metal alkoxide or metal amide with an ONO pincer ligand precursor of the structure:

11. The method of preparing an ONO pincer ligand comprising metal complex of claim 10 , wherein the precursor metal compound further comprises a metal alkylidyne, further comprising adding the OH or NH of the ONO pincer ligand precursor across the metal alkylidyne to form the anionic ONO pincer ligand comprising metal complex.

Assignees

• Univ Florida

Inventors

• Veige Adam Steven
• O'Reilly Matthew

Classifications

• C07F11/005

  compounds without a metal-carbon linkage · CPC title

• C07C213/02

  by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups · CPC title

• C07C215/50

  with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain · CPC title

• C07F9/5456

  Arylalkanephosphonium compounds · CPC title

• C07C215/68

  having amino groups bound to carbon atoms of six-membered aromatic rings and hydroxy groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton · CPC title