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US4885376A Expired / Lapsed US ⏱️ 0.0 years remaining

New types of organometallic reagents and catalysts for asymmetric synthesis

Assignee: Iowa State University Research Foundation Inc
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Filing: 1987-10-13
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Granted: 1989-12-05
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Expires: 2007-10-13
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Abstract

Abstract New chiral catalysts for asymmetric synthesis reactions. The catalysts induce chirality in desired fashion in product molecules. The catalysts are rigid quadruped or triped ligands which provide a rigid asymmetric enantio-face at the active catalyst cite, thus inducing preparation of enantiomer molecules.

Inventors

  • 👤 John G. Verkade

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 08:36
CPC Classifications
C; C07; C07F; C07F15/00; C07F15/04; C07F15/045; B; B01; B01J; B01J31/00; B01J31/16; B01J31/24; B01J31/2404; B01J31/2409; C07C; C07C45/00; C07C45/49; C07C45/50; C07C45/505; C07F15/0006; C07F15/006; C07F15/0066; C07F15/0073; C07F15/008; C07F15/0086; C07F15/0093; C07F7/00; C07F7/003; C07F9/00; C07F9/02; C07F9/28; C07F9/50; C07F9/5022; B01J2231/00; B01J2231/20; B01J2231/30; B01J2231/32; B01J2231/323; B01J2231/40; B01J2231/44; B01J2531/00; B01J2531/02; B01J2531/0238; B01J2531/0258; B01J2531/40; B01J2531/80; B01J2531/82; B01J2531/822; B01J2531/824; B01J2531/84; B01J2531/847

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 115 words
Chiral catalysts having quadriped ligands for induction of chirality in reaction product molecules, said catalysts having the formula: ##STR6## wherein M is a transition metal selected from the group consisting of palladium, rhodium, platinum, nickel, titanium, zirconium and hafnium, E, E', E", and E'" corners are selected from the group consisting of organo electron donor moieties of phosphorus, nitrogen, arsenic, oxygen, sulfur, wherein y is from about 1 to about 3, x is from 0 to about 4, R and R' are selected from the group consisting of hydrogen, C 1 to C 10 alkyl, phenyl, and ring systems wherein R and R' are (CH 2 ) z and z is from 1 to 4.
Claim 2
Dependent Claim 115 words
Chiral catalysts having quadriped ligands for induction of chirality in reaction product molecules, said catalysts having the formula: ##STR6## wherein M is a transition metal selected from the group consisting of palladium, rhodium, platinum, nickel, titanium, zirconium and hafnium, E, E', E", and E'" corners are selected from the group consisting of organo electron donor moieties of phosphorus, nitrogen, arsenic, oxygen, sulfur, wherein y is from about 1 to about 3, x is from 0 to about 4, R and R' are selected from the group consisting of hydrogen, C 1 to C 10 alkyl, phenyl, and ring systems wherein R and R' are (CH 2 ) z and z is from 1 to 4.
Claim 3
Dependent Claim 17 words
The catalysts of claim 1 wherein E, E'and E" are the same and all different from E'".
Claim 4
Dependent Claim 26 words
The catalysts of claim 1 wherein E and E"' are the same and E' and E" are different from each other and from E and E'".
Claim 5
Dependent Claim 15 words
The catalysts of claim 1 wherein each of E, E', E" and E'" are different.
Claim 6
Dependent Claim 117 words
Chiral catalysts having triped ligands for induction of asymmetry into reacton product molecules yielded from reactions catalyzed by said catalysts, said catalysts having the formula: ##STR7## wherein M is a transition metal selected from the group consisting of palladium, rhodium, platinum, nickel, titanium, zirconium and hafnium, E, E', and E" are selected from the group consisting of electron donor moieties of phosphorus, nitrogen, arsenic, oxygen, sulfur, and R and R' are selected from the group consisting of hydrogen,, C 1 to C 10 alkyl, phenyl and ring systems wherein R and R' are (CH 2 ) z and z is from 1 to 4, and R"' is a hydrogen, aryl or C 1 to C 10 alkyl.
Claim 7
Dependent Claim 117 words
Chiral catalysts having triped ligands for induction of asymmetry into reacton product molecules yielded from reactions catalyzed by said catalysts, said catalysts having the formula: ##STR7## wherein M is a transition metal selected from the group consisting of palladium, rhodium, platinum, nickel, titanium, zirconium and hafnium, E, E', and E" are selected from the group consisting of electron donor moieties of phosphorus, nitrogen, arsenic, oxygen, sulfur, and R and R' are selected from the group consisting of hydrogen,, C 1 to C 10 alkyl, phenyl and ring systems wherein R and R' are (CH 2 ) z and z is from 1 to 4, and R"' is a hydrogen, aryl or C 1 to C 10 alkyl.
Claim 8
Dependent Claim 18 words
The catalyst of claim 5 wherein each of E 1 , E' and E" are all the same.
Claim 9
Dependent Claim 19 words
The catalyst of claim 5 wherein each of E and E' are the same and both different from E".
Claim 10
Dependent Claim 13 words
The catalyst of claim 5 wherein E, E' and E" are all different.
Claim 11
Dependent Claim 29 words
The catalyst of claim 1 wherein E, E', E" and E"' are diphenylphosphine, where "M" is palladium, "Y" is 1, "X" is 0, and R and R' are hydrogen.

References Cited (Backward Citations)

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