Backfunctionalized imidazolinium salts and nhc carbene-metal complexes
AssigneeGovernment of the United States as Represented by the Secretary of the Air Force
InventorsRusty L. Blanski, Robert H. Grubbs
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Abstract
Backfunctionalized imidazolinium salts and methods of synthesizing the same and NHC carbene-metal complexes therefrom. For backfunctionalized imidazolinium salts of the formula: Wherein R1 is selected from the group consisting of an ester group, an amide group, and an aromatic group; R2 is selected from the group consisting of hydrogen, an ester group, an amide group, and an aromatic group; R3 and R4 are each an aliphatic group; and X is an anion; the method comprises cyclization of a halogenated acrylate with Hünig's base in a solvent.
Claims10
An ionic liquid having comprising the formula:
- R being a hydrogen or a methyl group;
- R′ being selected from the group consisting of hydrogen, an ester group, an amide group, and an aromatic group;
- R″ being selected from the group consisting of an alkyl group and an aromatic group;
- the subscript m ranging from 0 to 10;
- the subscript n ranging from 0 to 10;
- X being a halide or an anion;
- and
- Y being oxygen, sulfur, or NR″.
A method of synthesizing a backfluorinated imidazolinium salt, the method comprising:
- cyclization of a halogenated, fluorinated allyl ether with Hünig's base in polar aprotic solvent.
A method of synthesizing backfluorinated second generation Grubbs' and Grubbs-Hoveyda catalysts, the method comprising:
- reacting a backfluorinated NHC carbene with a first generation Grubbs' and Grubbs-Hoveyda catalyst.
Dependencies are inferred from the claim text.