GB877592A - Preparation of diphosphines - Google Patents
Preparation of diphosphinesInfo
- Publication number
- GB877592A GB877592A GB1059959A GB1059959A GB877592A GB 877592 A GB877592 A GB 877592A GB 1059959 A GB1059959 A GB 1059959A GB 1059959 A GB1059959 A GB 1059959A GB 877592 A GB877592 A GB 877592A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dialkyl
- stage
- phenyl
- halogen
- phenylene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229910052736 halogen Inorganic materials 0.000 abstract 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 4
- -1 phosphino phenyl Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 2
- WWXFZLVLAJUATK-UHFFFAOYSA-N (2-diethylphosphanylphenyl)-diethylphosphane Chemical compound CCP(CC)C1=CC=CC=C1P(CC)CC WWXFZLVLAJUATK-UHFFFAOYSA-N 0.000 abstract 1
- QPZJJFWSZGTJQV-UHFFFAOYSA-N (2-diethylphosphanylphenyl)-diphenylphosphane Chemical compound C(C)P(C1=C(C=CC=C1)P(C1=CC=CC=C1)C1=CC=CC=C1)CC QPZJJFWSZGTJQV-UHFFFAOYSA-N 0.000 abstract 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- WJZYRHUGHTXKRV-UHFFFAOYSA-N [Li]C1=CC=CC=C1[Li] Chemical compound [Li]C1=CC=CC=C1[Li] WJZYRHUGHTXKRV-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 abstract 1
- ANRQGKOBLBYXFM-UHFFFAOYSA-M phenylmagnesium bromide Chemical class Br[Mg]C1=CC=CC=C1 ANRQGKOBLBYXFM-UHFFFAOYSA-M 0.000 abstract 1
- RPGWZZNNEUHDAQ-UHFFFAOYSA-N phenylphosphine Chemical class PC1=CC=CC=C1 RPGWZZNNEUHDAQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/505—Preparation; Separation; Purification; Stabilisation
- C07F9/5063—Preparation; Separation; Purification; Stabilisation from compounds having the structure P-H or P-Heteroatom, in which one or more of such bonds are converted into P-C bonds
- C07F9/5068—Preparation; Separation; Purification; Stabilisation from compounds having the structure P-H or P-Heteroatom, in which one or more of such bonds are converted into P-C bonds from starting materials having the structure >P-Hal
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/5027—Polyphosphines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Crystallography & Structural Chemistry (AREA)
Abstract
o-phenylene-bis(dialkyl- or diarylphosphines) or o-dialkyl (phosphino phenyl diarylphosphines) of general formula <FORM:0877592/IV (b)/1> are prepared by reacting in an inert atmosphere a dialkyl- or diarylchlorophosphine with an o-halogen substituted phenyl organometallic compound to give an o-halogen substituted phenyl dialkyl or phenyl diaryl phosphine, replacing the halogen with an alkali metal and reacting the resultant product with a dialkyl- or diarylchlorophosphine. The o-halogen-substituted phenyl organometallic compound may be the Grignard compound, o-halogen substituted phenyl magnesium bromide or o-halo-lithio-benzene, and the halogen formed in the first stage is replaced by lithium prior to the second stage. In an alternative one stage process a dialkyl- or di-arylchlorophosphine is reacted with an o-phenylene dialkali metal phosphine e.g. o-phenylene dilithium. Methyl, ethyl or phenyl phosphines are specified and mixed substituents may be formed by using a different dialkyl or diaryl chlorophosphine in the second stage. Examples describe the preparation of o-phenylene bis(diethylphosphine) by both the one and two stage processes, and of o-diethylphosphino phenyl diphenylphosphine by the two stage process. The products form co-ordination compounds with metals, which may be extracted thereby from solutions of their salts. Specification 859,741 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1059959A GB877592A (en) | 1959-03-26 | 1959-03-26 | Preparation of diphosphines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1059959A GB877592A (en) | 1959-03-26 | 1959-03-26 | Preparation of diphosphines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB877592A true GB877592A (en) | 1961-09-13 |
Family
ID=9970813
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1059959A Expired GB877592A (en) | 1959-03-26 | 1959-03-26 | Preparation of diphosphines |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB877592A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989006653A1 (en) * | 1988-01-25 | 1989-07-27 | Eastman Kodak Company | Preparation of bidentate ligands |
| WO1999047528A1 (en) * | 1998-03-16 | 1999-09-23 | Ineos Acrylics Uk Limited | Process for the preparation of bisphosphines |
-
1959
- 1959-03-26 GB GB1059959A patent/GB877592A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1989006653A1 (en) * | 1988-01-25 | 1989-07-27 | Eastman Kodak Company | Preparation of bidentate ligands |
| EP0326286A1 (en) * | 1988-01-25 | 1989-08-02 | EASTMAN KODAK COMPANY (a New Jersey corporation) | Preparation of bidentate ligands |
| WO1999047528A1 (en) * | 1998-03-16 | 1999-09-23 | Ineos Acrylics Uk Limited | Process for the preparation of bisphosphines |
| US6376715B1 (en) | 1998-03-16 | 2002-04-23 | Ineos Acrylics U.K. Limited | Process for the preparation of bisphosphines |
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