Molybdenum-catalyzed amination of olefins
AssigneeThe Board of Regents of the University of Oklahoma
InventorsKenneth M. Nicholas, Anurag S. Srivastava
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Abstract
A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X--Y).
Claims37
A process for making unsaturated .alpha.-amines, comprising:
- placing in a reaction vessel a liquid olefin having at least three carbons and an .alpha.-hydrogen;
- a catalyst having the general formula LL'MoO.sub.2 wherein L is a dianionic ligand and L' is a neutral oxygen, nitrogen, or sulfur donor, said catalyst at the Mo(VI) oxidation state;
- and an aminating agent having the general formula RNHZ wherein Z is selected from a group consisting of,
- a hydroxyl,
- an alkoxy,
- a halo, and
- a sulfonate ester, and
- wherein R is selected from a group consisting of,
- a hydrogen,
- an alkyl,
- an aryl,
- a carbonyl
- a carboalkoxy or
- a carboxamido.
A process for making unsaturated .alpha.-amines, comprising:
- placing in a reaction vessel a liquid olefin having at least three carbons and an .alpha.-hydrogen;
- a catalyst having the general formula L.sub.2 L'MoO.sub.2 wherein L is a monoanionic ligand, and L' is absent or a neutral oxygen, nitrogen, said catalyst at the Mo(VI) oxidation state;
- and an aminating agent having the general formula RNHZ wherein Z is selected from a group consisting of,
- a hydroxyl,
- an alkoxy,
- a halo, and
- a sulfonate ester, and
- wherein R is selected from a group consisting of,
- a hydrogen,
- an alkyl,
- an aryl,
- a carbonyl
- a carboalkoxy or
- a carboxamido.
A process for making unsaturated .alpha.-amines, comprising:
- placing a liquid olefin having at least three carbons and an .alpha.-hydrogen;
- a catalyst having the general formula LL'MoO(X--Y) wherein L is selected from a group consisting of monoanionic ligands, and dianionic ligands, L' is a neutral oxygen, nitrogen, or sulfur neutral donor and X--Y is selected from a group consisting essentially of, a peroxo ligand or a nitroso ligand;
- and an aminating agent having the general formula RNHZ wherein Z is selected from a group consisting of,
- a hydroxyl,
- an alkoxy,
- a halo, and
- a sulfonate ester, and
- wherein R is selected from a group consisting of,
- a hydrogen,
- an alkyl,
- an aryl,
- a carbonyl
- a carboalkoxy or
- a carboxamido,
- in a reaction vessel.
A process for making unsaturated .alpha.-amines comprising:
- placing in a reaction vessel an olefin having at least three carbons and an .alpha.-hydrogen;
- a solvent;
- a catalyst wherein the catalyst has the general formula LL'MoO.sub.2 where L is a dianionic ligand, and L' a neutral oxygen, nitrogen, or sulfur donor, said catalyst at the Mo(VI) oxidation state;
- and an aminating agent having the general formula RNHZ wherein Z is selected from a group consisting of,
- a hydroxyl,
- an alkoxy,
- a halo, and
- a sulfonate ester, and
- wherein R is selected from a group consisting of,
- a hydrogen,
- an alkyl,
- an aryl,
- a carbonyl
- a carboalkoxy or
- a carboxamido.
A process for making unsaturated .alpha.-amines comprising:
- placing in a reaction vessel an olefin having at least three carbons and an .alpha.-hydrogen;
- a solvent;
- a catalyst wherein the catalyst has the general formula L.sub.2 L'MoO.sub.2 where L is a monoanionic ligand, and L' is absent or is a neutral oxygen, nitrogen, or sulfur donor, said catalyst at the Mo(VI) oxidation state;
- and an aminating agent having the general formula RNHZ wherein Z is selected from a group consisting of,
- a hydroxyl,
- an alkoxy,
- a halo, and
- a sulfonate ester, and
- wherein R is selected from a group consisting of,
- a hydrogen,
- an alkyl,
- an aryl,
- a carbonyl
- a carboalkoxy or
- a carboxamido.
Dependencies are inferred from the claim text.