Backfunctionalized imidazolinium salts and NHC carbene-metal complexes

Patent metadata

Field	Value
Publication number	US-9828347-B2
Application number	US-201514880147-A
Country	US
Kind code	B2
Filing date	Oct 9, 2015
Priority date	Oct 9, 2014
Publication date	Nov 28, 2017
Grant date	Nov 28, 2017

Abstract

Backfunctionalized imidazolinium salts and methods of synthesizing the same and NHC carbene-metal complexes therefrom. For backfunctionalized imidazolinium salts of the formula:

Wherein R 1 is selected from the group consisting of an ester group, an amide group, and an aromatic group; R 2 is selected from the group consisting of hydrogen, an ester group, an amide group, and an aromatic group; R 3 and R 4 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.

First claim

What is claimed is:

1. A backfunctionalized imidazolinium salt comprising the formula:

R 1 being selected from the group consisting of an ester group and an amide group;
R 2 being selected from the group consisting of hydrogen, an ester group, and an amide group;
each of R 3 and R 4 being separately selected from the group consisting of a C 1 -C 20 alkyl group, C 1 -C 20 partially fluorinated alkyl group, an aryl group, an aryl group with para CF 3 functionality, an aryl group having C 1 -C 20 partially fluorinated alkyl groups or partially fluorinated alkoxy groups, and a C 1 -C 20 partially fluorinated aliphatic group, and a C 1 -C 20 aryl group; and
X is an anion.

2. The backfunctionalized imidazolinium salt of claim 1 , wherein X is a halogen anion.

3. The backfunctionalized imidazolinium salt of claim 1 , wherein R 1 is in a trans-configuration with respect to R 2 .

Assignees

• Us Air Force

Inventors

• Blanski Rusty L
• Grubbs Robert H

Classifications

• C07F15/0033

  Iridium compounds · CPC title

• C07D233/28 Primary

  with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms · CPC title

• C07F15/0046

  Ruthenium compounds · CPC title