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US4065479A
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Method of synthesis of pi-allyl-palladium compounds
Assignee: Iowa State University Research Foundation Inc
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Filing: 1976-04-30
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Granted: 1977-12-27
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Expires: 1996-04-30
Abstract
Abstract Pi-allyl-palladium compounds are prepared by reacting a vinylmercuric salt with an olefin and a palladium (II) salt.
Inventors
- 👤 Richard Craig Larock
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 14:16
CPC Classifications
C; C07; C07F; C07F15/00; C07F15/0006; C07F15/006
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
76 words
A method of preparing pi-allyl-palladium compounds, said method comprising: reacting a vinylmercuric salt the anion of said salt being selected from the group consisting of nitrate, acetate, sulfate, phosphate, and halide, with an olefin of the formula: ##STR12## wherein W, Y and Z are selected from the group consisting of aliphatic, alicyclic and aromatic organic radicals, and a palladium (II) salt to provide carbon-carbon bond formation between carbon atoms of said vinylmercuric salt and said olefin.
Claim 2
Independent Claim
76 words
A method of preparing pi-allyl-palladium compounds, said method comprising: reacting a vinylmercuric salt the anion of said salt being selected from the group consisting of nitrate, acetate, sulfate, phosphate, and halide, with an olefin of the formula: ##STR12## wherein W, Y and Z are selected from the group consisting of aliphatic, alicyclic and aromatic organic radicals, and a palladium (II) salt to provide carbon-carbon bond formation between carbon atoms of said vinylmercuric salt and said olefin.
Claim 3
Dependent Claim
13 words
The method of claim 1 wherein said vinylmercuric salt is a vinylmercuric halide.
Claim 4
Dependent Claim
15 words
The method of claim 2 wherein said palladium (II) salt is a palladium halide salt.
Claim 5
Dependent Claim
21 words
The method of claim 3 wherein said vinylmercuric halide and said palladium (II) halide salt both have the same halide anion.
Claim 6
Dependent Claim
19 words
The method of claim 3 wherein said reaction is conducted in the presence of a soluble alkali metal salt.
Claim 7
Dependent Claim
14 words
The method of claim 5 wherein said soluble alkali metal salt is lithium chloride.
Claim 8
Dependent Claim
17 words
The method of claim 1 wherein said vinylmercuric salt is at least partially soluble in said olefin.
Claim 9
Dependent Claim
25 words
The method of claim 1 wherein said reaction is conducted in the presence of a polar reaction solvent which is inert to the reaction ingredients.
Claim 10
Dependent Claim
23 words
The method of claim 1 wherein said reaction is conducted in the presence of in excess of the stoichiometric amount of said olefin.
Claim 11
Independent Claim
92 words
A method of preparing a preselected pi-allyl palladium compound, said method comprising: reacting a vinylmercuric halide salt with an olefin of the formula: ##STR13## wherein W, Y and Z are selected from the group consisting of aliphatic, alicyclic and aromatic organic radicals and a palladium (II) halide salt to provide carbon-carbon bond formation between carbon atoms of said vinylmercuric halide salt and said olefin, said vinylmercuric halide salt and said olefin being preselected so that after said carbon-carbon bond formation, and complexing with said palladium salt, said preselected pi-allyl-palladium compound is obtained.
Claim 12
Independent Claim
92 words
A method of preparing a preselected pi-allyl palladium compound, said method comprising: reacting a vinylmercuric halide salt with an olefin of the formula: ##STR13## wherein W, Y and Z are selected from the group consisting of aliphatic, alicyclic and aromatic organic radicals and a palladium (II) halide salt to provide carbon-carbon bond formation between carbon atoms of said vinylmercuric halide salt and said olefin, said vinylmercuric halide salt and said olefin being preselected so that after said carbon-carbon bond formation, and complexing with said palladium salt, said preselected pi-allyl-palladium compound is obtained.
Claim 13
Dependent Claim
22 words
The method of claim 10 wherein said vinylmercuric halide salt and said palladium (II) halide salt both have the same halide anion.
Claim 14
Dependent Claim
23 words
The method of claim 11 wherein said reaction is conducted in the presence of in excess of the stoichiometric amount of said olefin.
Claim 15
Independent Claim
106 words
A method of preparing pi-allyl-palladium compounds, said method comprising: reacting a vinylmercuric halide salt of the formula: ##STR14## wherein R and R' are organic radicals selected from the group consisting of hydrogen, alkyl, aryl, aralkyl and X is a halide anion, with an olefin of the formula: ##STR15## wherein, W, Y and Z are monovalent organic radicals selected from the group consisting of hydrogen, alkyl, aryl, aralkyl, and with a palladium (II) halide salt, to provide carbon-carbon bond formation between carbon atoms of said vinylmercuric halide salt and said olefin, R, R', W, Y and Z being preselected to represent organic moieties of said pi-allyl-palladium halide.
Claim 16
Independent Claim
106 words
A method of preparing pi-allyl-palladium compounds, said method comprising: reacting a vinylmercuric halide salt of the formula: ##STR14## wherein R and R' are organic radicals selected from the group consisting of hydrogen, alkyl, aryl, aralkyl and X is a halide anion, with an olefin of the formula: ##STR15## wherein, W, Y and Z are monovalent organic radicals selected from the group consisting of hydrogen, alkyl, aryl, aralkyl, and with a palladium (II) halide salt, to provide carbon-carbon bond formation between carbon atoms of said vinylmercuric halide salt and said olefin, R, R', W, Y and Z being preselected to represent organic moieties of said pi-allyl-palladium halide.
Claim 17
Dependent Claim
9 words
The method of claim 13 wherein W is hydrogen.
Claim 18
Dependent Claim
20 words
The method of claim 14 wherein X and the halide of said palladium (II) halide salt are the same halide.
Claim 19
Dependent Claim
9 words
The method of claim 14 wherein X is chloride.
Claim 20
Dependent Claim
23 words
The method of claim 16 wherein said reaction is conducted in the presence of in excess of the stoichiometric amount of said olefin.
Claim 21
Dependent Claim
18 words
The method of claim 17 wherein said reaction is conducted in the presence of an inert polar solvent.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-26 | 1981-06-27 | 1981-12-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-26 | 1985-06-27 | 1985-12-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-26 | 1989-06-27 | 1989-12-27 | $7700.00 | Window Closed / Lapsed |