US4008281A
Expired / Lapsed
US
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Asymmetric catalysis
Assignee: Monsanto Co
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Filing: 1974-10-15
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Granted: 1977-02-15
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Expires: 1994-10-15
Abstract
Abstract New optically active bis phosphine compounds which are useful in optically active catalysts. Such catalysts are particularly useful in catalytic asymmetric hydrogenation.
Inventors
- 👤 William S. Knowles
- 👤 Milton J. Sabacky
- 👤 Billy D. Vineyard
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 18:17
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/16; B01J31/24; B01J31/2404; B01J31/2409; B01J31/2414; C; C07; C07F; C07F15/00; C07F15/0006; C07F15/0073; C07F15/008; C07F9/00; C07F9/02; C07F9/28; C07F9/50; C07F9/5027; B01J2231/00; B01J2231/60; B01J2231/64; B01J2231/641; B01J2231/645; B01J2531/00; B01J2531/80; B01J2531/82; B01J2531/821; B01J2531/822; B01J2531/827; B01J31/18; B01J31/1845; B01J31/1875
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
82 words
An optically active compound represented by the structural formula ##STR11## wherein A and B each independently represent substituted and unsubstituted alkyl of from 1 to 12 carbon atoms, substituted and unsubstituted cycloalkyl having from 4 to 7 carbon atoms, substituted and unsubstituted aryl, provided that such substituents provide no significant interference with the steric requirements around the phosphorus atom, either A or B must be an aryl group having an alkoxy substituent at the ortho position and A and B are different.
Claim 2
Dependent Claim
82 words
An optically active compound represented by the structural formula ##STR11## wherein A and B each independently represent substituted and unsubstituted alkyl of from 1 to 12 carbon atoms, substituted and unsubstituted cycloalkyl having from 4 to 7 carbon atoms, substituted and unsubstituted aryl, provided that such substituents provide no significant interference with the steric requirements around the phosphorus atom, either A or B must be an aryl group having an alkoxy substituent at the ortho position and A and B are different.
Claim 3
Dependent Claim
40 words
An optically active compound represented by the structural formula ##STR12## wherein A and B are dissimilar substituted or unsubstituted aryl groups; provided that substituents on the aryl groups provide no significant interference with the steric requirements around the phosphorus atom.
Claim 4
Dependent Claim
40 words
An optically active compound represented by the structural formula ##STR12## wherein A and B are dissimilar substituted or unsubstituted aryl groups; provided that substituents on the aryl groups provide no significant interference with the steric requirements around the phosphorus atom.
Claim 5
Dependent Claim
19 words
A compound according to claim 2 wherein one such aryl group has an alkoxy substituent at the ortho position.
Claim 6
Dependent Claim
42 words
A compound according to claim 3 represented by the structural formula ##STR13## wherein A represents substituted and unsubstituted phenyl, B represents substituted and unsubstituted 2-alkoxyphenyl wherein the alkoxy has from 1 to 6 carbon atoms; provided that A and B are different.
Claim 7
Dependent Claim
66 words
A compound according to claim 4 represented by the structural formula ##STR14## wherein A represents ##STR15## B represents ##STR16## R 1 and R 2 each independently represent hydrogen, halogen, alkyl having from 1 to 6 carbon atoms and alkoxy having from 1 to 6 carbon atoms, and R 3 represents normal alkyl having from 1 to 6 carbon atoms; provided that A and B are different.
Claim 8
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylphenylphosphino) ethane,
Claim 9
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylphenylphosphino) ethane,
Claim 10
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylcyclohexylphosphino) ethane.
Claim 11
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylcyclohexylphosphino) ethane.
Claim 12
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylethylphosphino) ethane.
Claim 13
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylethylphosphino) ethane.
Claim 14
Dependent Claim
65 words
An optically active compound represented by the structural formula ##STR17## wherein A and B each independently represent substituted and unsubstituted alkyl of from 1 to 12 carbon atoms, substituted and unsubstituted cycloalkyl having from 4 to 7 carbon atoms, substituted and unsubstituted aryl; provided that such substituents provide no significant interference with the steric requirements around the phosphorus atom and A and B are different.
Claim 15
Dependent Claim
65 words
An optically active compound represented by the structural formula ##STR17## wherein A and B each independently represent substituted and unsubstituted alkyl of from 1 to 12 carbon atoms, substituted and unsubstituted cycloalkyl having from 4 to 7 carbon atoms, substituted and unsubstituted aryl; provided that such substituents provide no significant interference with the steric requirements around the phosphorus atom and A and B are different.
Claim 16
Dependent Claim
14 words
A compound according to claim 9 wherein A and B are dissimilar aryl groups.
Claim 17
Dependent Claim
21 words
A compound according to claim 9 wherein A is an aryl group that has an alkoxy substituent at the ortho position.
Claim 18
Dependent Claim
42 words
A compound according to claim 9 represented by the structural formula ##STR18## wherein A represents substituted and unsubstituted phenyl, B represents substituted and unsubstituted 2-alkoxyphenyl wherein the alkoxy has from 1 to 6 carbon atoms; provided that A and B are different.
Claim 19
Dependent Claim
66 words
A compound according to claim 9 represented by the structural formula ##STR19## wherein A represents ##STR20## B represents ##STR21## R 1 and R 2 each independently represent hydrogen, halogen, alkyl having from 1 to 6 carbon atoms and alkoxy having from 1 to 6 carbon atoms, and R 3 represents normal alkyl having from 1 to 6 carbon atoms; provided that A and B are different.
Claim 20
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylphenylphosphinyl) ethane.
Claim 21
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylphenylphosphinyl) ethane.
Claim 22
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylcyclohexylphosphinyl) ethane.
Claim 23
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylcyclohexylphosphinyl) ethane.
Claim 24
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylethylphosphinyl) ethane.
Claim 25
Dependent Claim
4 words
Optically active 1,2-bis(o-anisylethylphosphinyl) ethane.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-02-15 | 1980-08-16 | 1981-02-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-02-15 | 1984-08-16 | 1985-02-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-02-15 | 1988-08-16 | 1989-02-15 | $7700.00 | Window Closed / Lapsed |