JP2004524969A5 - - Google Patents
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- JP2004524969A5 JP2004524969A5 JP2002589139A JP2002589139A JP2004524969A5 JP 2004524969 A5 JP2004524969 A5 JP 2004524969A5 JP 2002589139 A JP2002589139 A JP 2002589139A JP 2002589139 A JP2002589139 A JP 2002589139A JP 2004524969 A5 JP2004524969 A5 JP 2004524969A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- use according
- catalyst
- halogen
- 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.)
- Pending
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- 150000001875 compounds Chemical class 0.000 claims description 21
- 150000001450 anions Chemical class 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002466 imines Chemical group 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 7
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 229930195733 hydrocarbon Natural products 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 5
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 5
- 229910052698 phosphorus Inorganic materials 0.000 claims description 5
- 239000011574 phosphorus Substances 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 125000002577 pseudohalo group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 125000005496 phosphonium group Chemical group 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 25
- 239000003054 catalyst Substances 0.000 claims 10
- 238000010534 nucleophilic substitution reaction Methods 0.000 claims 9
- 150000002367 halogens Chemical class 0.000 claims 8
- 239000012038 nucleophile Substances 0.000 claims 8
- 238000006243 chemical reaction Methods 0.000 claims 6
- 150000001768 cations Chemical class 0.000 claims 4
- 239000003153 chemical reaction reagent Substances 0.000 claims 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 150000004820 halides Chemical class 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- 230000002194 synthesizing effect Effects 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 150000003973 alkyl amines Chemical class 0.000 claims 1
- 238000007080 aromatic substitution reaction Methods 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 150000001767 cationic compounds Chemical group 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 238000006073 displacement reaction Methods 0.000 claims 1
- 150000004673 fluoride salts Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 150000003003 phosphines Chemical class 0.000 claims 1
- 239000003880 polar aprotic solvent Substances 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 125000004429 atom Chemical group 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 5
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- -1 N-dialkylamino Inorganic materials 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001409 amidines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 238000009396 hybridization Methods 0.000 description 1
- QLNAVQRIWDRPHA-UHFFFAOYSA-N iminophosphane Chemical compound P=N QLNAVQRIWDRPHA-UHFFFAOYSA-N 0.000 description 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 description 1
- 125000004437 phosphorous atom Chemical group 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003455 sulfinic acids Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0105034A FR2823451B1 (fr) | 2001-04-12 | 2001-04-12 | Catalyseurs de substitution aromatique nucleophile, composition en contenant et utilisation pour une substitution sn ar |
| FR0204522A FR2838441B1 (fr) | 2002-04-11 | 2002-04-11 | Composes presentant un role catalytique dans les echanges de substitutions nucleophiles et procede de synthese de ces composes |
| PCT/FR2002/001286 WO2002092226A1 (fr) | 2001-04-12 | 2002-04-12 | Catalyseurs pour substitution nucleophile, leur synthese, composition en contenant et leur utilisation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004524969A JP2004524969A (ja) | 2004-08-19 |
| JP2004524969A5 true JP2004524969A5 (enExample) | 2008-11-13 |
Family
ID=26212973
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002589139A Pending JP2004524969A (ja) | 2001-04-12 | 2002-04-12 | 求核置換用触媒、それらの合成、それらを含有する組成物およびそれらの使用 |
Country Status (8)
| Country | Link |
|---|---|
| US (3) | US7217842B2 (enExample) |
| EP (1) | EP1377376A1 (enExample) |
| JP (1) | JP2004524969A (enExample) |
| CN (1) | CN100482344C (enExample) |
| CA (1) | CA2442782A1 (enExample) |
| HU (1) | HUP0303945A2 (enExample) |
| MX (1) | MXPA03009212A (enExample) |
| WO (1) | WO2002092226A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004033525A1 (de) * | 2004-07-08 | 2006-02-02 | Lanxess Deutschland Gmbh | Verbessertes Verfahren zur Herstellung kernfluorierter Aromaten |
| US7304172B2 (en) * | 2004-10-08 | 2007-12-04 | Cornell Research Foundation, Inc. | Polycarbonates made using highly selective catalysts |
| US9162953B2 (en) * | 2006-07-05 | 2015-10-20 | Centre Nationale De Recherche Scientifique | Iron-copper co-catalyzed process for carbon-carbon or carbon-heteroatom bonding |
| CA2673190C (en) * | 2006-12-22 | 2015-02-17 | Shell Internationale Research Maatschappij B.V. | Ligands and catalyst systems for the oligomerization of olefinic monomers |
| FR2915200B1 (fr) | 2007-04-20 | 2009-07-03 | Centre Nat Rech Scient | Procede de preparation de ligands de type phosphines butadieniques,leurs complexes avec le cuivre,et leurs applications en catalyse |
| US9272274B2 (en) | 2007-12-06 | 2016-03-01 | Centre National De La Recherche Scientifique (C.N.R.S.) | Catalytic system for cross-coupling reactions |
| FR2928925B1 (fr) | 2008-03-19 | 2011-01-07 | Centre Nat Rech Scient | Complexes de bore ou d'aluminium, et leurs utilisations. |
| JP5300123B2 (ja) * | 2008-03-24 | 2013-09-25 | 広栄化学工業株式会社 | アンモニウム塩及びそれを用いた帯電防止剤 |
| JP5481628B2 (ja) * | 2008-07-28 | 2014-04-23 | 国立大学法人東北大学 | 高熱安定性を有する機能性フォスファジド |
| US20110015401A1 (en) * | 2009-07-13 | 2011-01-20 | Massachusetts Institute Of Technology | Metal-Catalyzed Carbon-Fluorine Bond Formation |
| CN103553974A (zh) * | 2013-10-31 | 2014-02-05 | 上海华谊（集团）公司 | 一种n-烷基共轭离子型季铵盐的制备方法 |
| CN108586257B (zh) * | 2018-05-03 | 2020-12-22 | 浙江解氏新材料股份有限公司 | 一种对氟硝基苯的制备方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4069262A (en) * | 1977-03-07 | 1978-01-17 | E. I. Du Pont De Nemours And Company | Preparation of 2-fluoronitrobenzene |
| US4140719A (en) * | 1977-10-31 | 1979-02-20 | Merck & Co., Inc. | Solid-liquid phase transfer catalysis improved method of preparing 2,4-difluoroaniline |
| US5045632A (en) * | 1989-05-25 | 1991-09-03 | The Dow Chemical Company | Novel bis(phosphoranylidene) ammonium salts |
| DE59205077D1 (de) * | 1991-07-17 | 1996-02-29 | Hoechst Ag | Verfahren zur Herstellung von Chlorfluornitrobenzolen |
| US5401814A (en) * | 1993-10-13 | 1995-03-28 | The Dow Chemical Company | Process for the preparation of thermoplastic poly(hydroxy ethers) |
| DE19702282C2 (de) * | 1997-01-23 | 1998-11-19 | Hoechst Ag | Katalysator für Halex-Reaktionen |
-
2002
- 2002-04-12 MX MXPA03009212A patent/MXPA03009212A/es unknown
- 2002-04-12 JP JP2002589139A patent/JP2004524969A/ja active Pending
- 2002-04-12 HU HU0303945A patent/HUP0303945A2/hu unknown
- 2002-04-12 EP EP02732820A patent/EP1377376A1/fr not_active Withdrawn
- 2002-04-12 CN CNB028089480A patent/CN100482344C/zh not_active Expired - Fee Related
- 2002-04-12 CA CA002442782A patent/CA2442782A1/fr not_active Abandoned
- 2002-04-12 US US10/472,912 patent/US7217842B2/en not_active Expired - Fee Related
- 2002-04-12 WO PCT/FR2002/001286 patent/WO2002092226A1/fr not_active Ceased
-
2007
- 2007-04-06 US US11/784,472 patent/US20070225524A1/en not_active Abandoned
-
2008
- 2008-04-15 US US12/103,543 patent/US20080194886A1/en not_active Abandoned
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