Olefin metathesis catalysts

Patent metadata

Field	Value
Publication number	US-11261206-B2
Application number	US-201716325915-A
Country	US
Kind code	B2
Filing date	Aug 17, 2017
Priority date	Aug 19, 2016
Publication date	Mar 1, 2022
Grant date	Mar 1, 2022

Abstract

This invention relates generally to olefin metathesis catalyst compounds, to the preparation of such compounds, compositions comprising such compounds, methods of using such compounds, articles of manufacture comprising such compounds, and the use of such compounds in the metathesis of olefins and olefin compounds. The invention has utility in the fields of catalysts, organic synthesis, polymer chemistry, and industrial and fine chemicals industry.

First claim

What is claimed is:

1. A olefin metathesis catalyst represented by the structure of Formula (I),

wherein:
M is Ru;
q is 0;
X 3 is Cl;
X 4 is Cl;
L 4 and L 5 are independently

A 3 , A 4 , A 11 and A 12 are independently unsubstituted phenyl; phenyl substituted with at least one substituent selected from halo or C 1 -C 6 alkyl; unsubstituted C 5 -C 10 cycloalkyl; or C 5 -C 10 substituted cycloalkyl with at least one substituent selected from halo and C 1 -C 6 alkyl;
A 5 , A 6 , A 7 , A 8 , A 9 and A 10 are independently hydrogen, C 1 -C 6 alkyl or C 5 -C 10 aryl;
o is 1;
A 1 is hydrogen; and
A 2 is phenyl, C 1 -C 3 alkyl, or C 2 -C 4 alkenyl, and A 2 is substituted with at least one substituent selected from: C 1 -C 6 alkoxy (—O-alkyl), C 2 -C 24 alkylcarbonyloxy (—O—CO-alkyl) or C 1 -C 6 alkyl groups.

2. The olefin metathesis catalyst according to claim 1 , wherein:
A 5 , A 6 , A 7 , A 8 are each hydrogen;
A 2 is phenyl, vinyl, or C 1 -C 3 alkyl and A 2 is substituted with at least one substituent selected from: C 1 -C 6 alkoxy (—O-alkyl), C 2 -C 24 alkylcarbonyloxy (—O—CO-alkyl) or C 1 -C 6 alkyl groups; and
A 3 and A 4 are each phenyl independently substituted with three moieties selected from C 1 -C 6 alkyl.

3. The olefin metathesis catalyst according to claim 2 , wherein:
A 2 is —CH 2 -OC(O)CH 3 , —CH═C(CH 3 ) 2 or 2-phenyl iso-propoxy; and
A 3 and A 4 are each mesityl.

4. The olefin metathesis catalyst according to claim 1 , which is:

5. The olefin metathesis catalyst according to claim 1 , which is:

6. The olefin metathesis catalyst according to claim 1 , which is:

7. An olefin metathesis catalyst represented by the structure of Formula (I),

wherein:
M is Ru;
q is 0;
X 3 is Cl;
X 4 is Cl;
L 4 and L 5 are independently

A 3 , A 4 , A 11 and A 12 are independently unsubstituted phenyl; phenyl substituted with at least one substituent selected from halo and C 1 -C 6 alkyl; unsubstituted C 5 -C 10 cycloalkyl; or C 5 -C 10 substituted cycloalkyl with at least one substituent selected from halo or C 1 -C 6 alkyl;
A 5 , A 6 , A 7 , A 8 , A 9 and A 10 are independently hydrogen, C 1 -C 6 alkyl or C 5 -C 10 aryl;
o is 1;
A 1 and A 2 together form a ring

* position that the ring is bonded to the double bond.

8. The olefin metathesis catalyst according to claim 7 , which is:

Assignees

• Umicore Ag & Co Kg

Inventors

• Wang Li-Sheng
• Trimmer Mark S

Classifications

• C08G2261/418

  Ring opening metathesis polymerisation [ROMP] · CPC title

• B01J31/28

  of the platinum group metals, iron group metals or copper · CPC title

• C08F4/80

  selected from iron group metals or platinum group metals · CPC title

• B01J2231/543

  alkene metathesis · CPC title

• C07D233/06

  with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms · CPC title