Aerobic oxidative coupling for the formation of biaryls
View Patent ↗A method of catalytic oxidative coupling for the formation of hetero-coupled bis-arenes. The method includes placing a solvent, an arene compound, and a catalyst in a reactor having a oxidant atmosphere such that hetero-coupled bis-arenes are formed.
1. A method of catalytic oxidative coupling for the formation of hetero-coupled biaryls, said method comprises:
a. providing a reactor such that said reactor maintains an oxidant atmosphere;
b. providing a solvent;
c. providing an arene, wherein the arene is
and wherein X is selected from N-methyl and oxygen;
d. providing a catalyst;
e. combining the arene, catalyst and solvent in the reactor such that hetero-coupled biaryls are formed.
2. The method of claim 1 , wherein the catalyst is palladium salt which may or may not includes a ligand such as triphenylphoshine or bipyridine.
3. The method of claim 1 , wherein the method further comprises providing a co-catalyst selected from the group consisting of copper (II) acetate, silver acetate or phosphomolybdovanadic acids.
4. The method of claim 1 , wherein the method further comprises providing a carboxylic acid or salt selected from a group consisting of acetic acid, benzoic acid, lithium acetate or lithium carbonate.
5. The method of claim 1 , wherein the solvent may be selected from benzene, pyridine, dioxane, arene, or mixtures thereof.
6. The method of claim 1 , wherein the oxidant may be selected from a group consisting of oxygen, peroxide, copper acetate or silver acetate.
7. The method of claim 1 , wherein the oxidant atmosphere is at least 1 atmosphere of oxygen.
8. The method of claim 1 , wherein the method further comprises providing an additive selected from a group consisting of acetonitrile, pyridine, and methyl sulfoxide.
9. The method of claim 1 , wherein X in
is selected from N-methyl.
10. The method of claim 1 , wherein X in
is selected from oxygen.