UA48945C2 - Спосіб епоксидування прохіральних олефінів, каталізатор для цього способу та спосіб одержання каталізатора - Google Patents
Спосіб епоксидування прохіральних олефінів, каталізатор для цього способу та спосіб одержання каталізатораInfo
- Publication number
- UA48945C2 UA48945C2 UA96083393A UA96083393A UA48945C2 UA 48945 C2 UA48945 C2 UA 48945C2 UA 96083393 A UA96083393 A UA 96083393A UA 96083393 A UA96083393 A UA 96083393A UA 48945 C2 UA48945 C2 UA 48945C2
- Authority
- UA
- Ukraine
- Prior art keywords
- catalyst
- alkyl
- aryl
- prochiral olefin
- epoxidising
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 5
- 239000003054 catalyst Substances 0.000 title abstract 4
- 150000001336 alkenes Chemical class 0.000 title abstract 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000003446 ligand Substances 0.000 abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 2
- RZIAABRFQASVSW-UHFFFAOYSA-N Isoquinoline N-oxide Chemical compound C1=CC=CC2=C[N+]([O-])=CC=C21 RZIAABRFQASVSW-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- VEUMANXWQDHAJV-UHFFFAOYSA-N 2-[2-[(2-hydroxyphenyl)methylideneamino]ethyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCN=CC1=CC=CC=C1O VEUMANXWQDHAJV-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- -1 polymethylene Polymers 0.000 abstract 1
- 229910001428 transition metal ion Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
- C07C251/24—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/56—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups
- C07C47/565—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing hydroxy groups all hydroxy groups bound to the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
- C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
- C07C49/825—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups all hydroxy groups bound to the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/88—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with esterified carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
-
- 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
- C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
- C07F13/005—Compounds without a metal-carbon linkage
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Спосіб енантіоселективного епоксидування прохірального олефіну, що включає взаємодію прохірального олефіну з джерелом кисню в присутності сольового каталізатора і джерела лиганда, що віддає електрон, де донорним лигандом є ізохінолін-N-оксидом чи сполука, що має активність донорного лиганда і має, по суті, ті ж самі властивості розчинності, що і ізохінолін-N-оксид; і сполуки, використані в такому способі. Заявлені також каталізатор формули (III) і проміжні сполуки для його одержання, у якій М представляє іон перехідного металу та А, якщо він необхідний, є протиіоном, де В, В', Е и Е' незалежно вибирають із групи, що складається з водню, арилу, С1-6-алкілу, силілу чи арил-С1-6-алкілу, у яких арильна або алкільна складова необов'язково є заміщеною, або В' і В чи Е' і Е разом утворюють С2-6-поліметиленовий зв'язок, за умови, що тільки один з вуглеців, позначених зірочкою, представляє хіральний центр, де R1, R2, R3, R4, R5, R6, R7, R8, R9, і R10 незалежно є воднем, алкілом чи алкокси.
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9402213A GB9402213D0 (en) | 1994-02-04 | 1994-02-04 | Process and compounds |
| GB9402194A GB9402194D0 (en) | 1994-02-04 | 1994-02-04 | Process and compounds |
| GB9402200A GB9402200D0 (en) | 1994-02-04 | 1994-02-04 | Novel compounds |
| GB9411937A GB9411937D0 (en) | 1994-06-15 | 1994-06-15 | Novel process and compound |
| GB9411936A GB9411936D0 (en) | 1994-06-15 | 1994-06-15 | Novel process and compound |
| GB9411957A GB9411957D0 (en) | 1994-06-15 | 1994-06-15 | Novel compounds |
| PCT/EP1995/000370 WO1995021172A1 (en) | 1994-02-04 | 1995-02-01 | Process for epoxidising prochiral olefins and a catalyst therefor and intermediates for making the catalyst |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA48945C2 true UA48945C2 (uk) | 2002-09-16 |
Family
ID=27547216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA96083393A UA48945C2 (uk) | 1994-02-04 | 1995-02-01 | Спосіб епоксидування прохіральних олефінів, каталізатор для цього способу та спосіб одержання каталізатора |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US5916975A (uk) |
| EP (1) | EP0741731B1 (uk) |
| JP (1) | JP3801626B2 (uk) |
| KR (1) | KR100359972B1 (uk) |
| CN (1) | CN1056612C (uk) |
| AP (1) | AP615A (uk) |
| AT (1) | ATE263770T1 (uk) |
| AU (2) | AU679610B2 (uk) |
| BG (1) | BG63504B1 (uk) |
| BR (1) | BR9506864A (uk) |
| CA (1) | CA2182709A1 (uk) |
| CZ (1) | CZ292896B6 (uk) |
| DE (1) | DE69532849T2 (uk) |
| ES (1) | ES2218540T3 (uk) |
| FI (2) | FI963079A (uk) |
| HU (1) | HU216741B (uk) |
| MX (1) | MX9603202A (uk) |
| NO (1) | NO315701B1 (uk) |
| NZ (1) | NZ278899A (uk) |
| PL (1) | PL315786A1 (uk) |
| RO (1) | RO117094B1 (uk) |
| RU (1) | RU2204562C2 (uk) |
| SK (1) | SK100596A3 (uk) |
| UA (1) | UA48945C2 (uk) |
| WO (1) | WO1995021172A1 (uk) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6211107B1 (en) * | 1994-02-04 | 2001-04-03 | Smithkline Beecham P.L.C. | Process for expoxidizing prochiral olefins and a catalyst therefor and intermediates for making the catalyst |
| ATE279502T1 (de) * | 1997-09-09 | 2004-10-15 | Ciba Sc Holding Ag | Verfahren zur gewebepflege |
| TW408203B (en) | 1998-04-06 | 2000-10-11 | Ciba Sc Holding Ag | Process for treating textile materials and the relevant compounds |
| KR100342659B1 (en) * | 2000-12-15 | 2002-07-04 | Rstech Co Ltd | Chiral polymer salene catalyst and process for preparing chiral compounds from racemic epoxide using the same |
| KR100681326B1 (ko) * | 2001-04-20 | 2007-02-15 | 주식회사 중외제약 | 신규한 망간-키랄성 화합물 및 그의 이용방법 |
| US7431793B2 (en) * | 2001-11-14 | 2008-10-07 | Loctite (R&D) Limited | Process for bonding substrates or parts and system including cyanoacrylate adhesive and accelerator composition |
| WO2004064745A2 (en) * | 2003-01-17 | 2004-08-05 | Auspex Pharmaceuticals, Inc. | Method of preparation of heterocyclic molecules with pharmaceutical pharmaceutical excipient cosmeceutical agrochemical and industrial uses |
| CN100471856C (zh) * | 2003-07-31 | 2009-03-25 | Irm责任有限公司 | 作为pdf抑制剂的二环化合物和组合物 |
| AU2004275888B2 (en) * | 2003-10-02 | 2008-09-18 | Irm Llc | Compounds and compositions as protein kinase inhibitors |
| FR2875500A1 (fr) * | 2004-09-21 | 2006-03-24 | Centre Nat Rech Scient | Complexe chiraux macrocycliques utilisables comme catalyseurs |
| AU2007225765B2 (en) * | 2006-03-10 | 2012-05-24 | Nissan Chemical Industries, Ltd. | Process for producing optically active chromene oxide compound |
| JP2008255086A (ja) * | 2007-03-10 | 2008-10-23 | Nissan Chem Ind Ltd | 光学活性エポキシ化合物の製造方法 |
| EP2149569A1 (en) * | 2008-08-01 | 2010-02-03 | Hexion Specialty Chemicals Research Belgium S.A. | Process for the manufacture of a 1,2-Epoxide |
| JP5752036B2 (ja) * | 2009-07-17 | 2015-07-22 | 日産化学工業株式会社 | 光学活性エポキシ化合物の製造方法、並びに該方法に用いる配位子、錯体、該配位子の製造方法、及び該錯体の製造方法 |
| EP2343288A1 (en) * | 2009-11-27 | 2011-07-13 | Momentive Specialty Chemicals Research Belgium S.A. | Process for the manufacture of propylene oxide |
| EP2354129A1 (en) * | 2010-02-02 | 2011-08-10 | Momentive Specialty Chemicals Research Belgium S.A. | Epoxidation process |
| WO2014006407A1 (en) | 2012-07-03 | 2014-01-09 | Proximagen Limited | Pro-drug compounds |
| CN104030975B (zh) * | 2014-06-25 | 2016-06-01 | 福州大学 | 一种Mn(Ⅲ)-Salen催化剂及其制备方法与应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3787501A (en) * | 1969-09-11 | 1974-01-22 | Liggett & Myers Inc | 3,5-disubstituted-2-hydroxyacetophenones |
| IT1068110B (it) * | 1976-08-13 | 1985-03-21 | Montedison Spa | Processo per la preparazione di aldeidi 2 idrossibenzoiche |
| US4861904A (en) * | 1986-04-17 | 1989-08-29 | Agency Of Industrial Science And Technology | Schiff base metal complex compounds, and organometallic ultrathin film composed thereof and oxygen separation films composed thereof |
| ATE120459T1 (de) * | 1988-12-13 | 1995-04-15 | Beecham Group Plc | Benzopyran und verwandte verbindungen. |
| AU648301B2 (en) * | 1990-03-21 | 1994-04-21 | Research Corporation Technologies, Inc. | Chiral catalysts and epoxidation reactions catalyzed thereby |
| DE4103906A1 (de) * | 1991-02-08 | 1992-08-13 | Basf Ag | Verfahren zur kationischen photopolymerisation |
| GB9111689D0 (en) * | 1991-05-31 | 1991-07-24 | Johnson Matthey Plc | Gallium compounds |
| FR2678622B1 (fr) * | 1991-07-03 | 1994-11-18 | Adir | Nouveaux complexes de vanadium, leur procede de preparation et les compositions pharmaceutiques qui les contiennent. |
| ES2093523T3 (es) * | 1992-08-06 | 1996-12-16 | Smithkline Beecham Plc | Catalizadores quirales y reacciones de epoxidacion catalizadas por los mismos. |
| DE4238076C1 (uk) * | 1992-11-11 | 1993-09-16 | Fraunhofer-Gesellschaft Zur Foerderung Der Angewandten Forschung Ev, 80636 Muenchen, De |
-
1995
- 1995-02-01 SK SK1005-96A patent/SK100596A3/sk unknown
- 1995-02-01 AT AT95907009T patent/ATE263770T1/de not_active IP Right Cessation
- 1995-02-01 DE DE69532849T patent/DE69532849T2/de not_active Expired - Lifetime
- 1995-02-01 NZ NZ278899A patent/NZ278899A/en unknown
- 1995-02-01 ES ES95907009T patent/ES2218540T3/es not_active Expired - Lifetime
- 1995-02-01 BR BR9506864A patent/BR9506864A/pt not_active Application Discontinuation
- 1995-02-01 CN CN95192225A patent/CN1056612C/zh not_active Expired - Fee Related
- 1995-02-01 UA UA96083393A patent/UA48945C2/uk unknown
- 1995-02-01 JP JP52038595A patent/JP3801626B2/ja not_active Expired - Lifetime
- 1995-02-01 KR KR1019960704232A patent/KR100359972B1/ko not_active IP Right Cessation
- 1995-02-01 CA CA002182709A patent/CA2182709A1/en not_active Abandoned
- 1995-02-01 RO RO96-01581A patent/RO117094B1/ro unknown
- 1995-02-01 MX MX9603202A patent/MX9603202A/es active IP Right Grant
- 1995-02-01 US US08/687,420 patent/US5916975A/en not_active Expired - Lifetime
- 1995-02-01 CZ CZ19962295A patent/CZ292896B6/cs not_active IP Right Cessation
- 1995-02-01 HU HU9602152A patent/HU216741B/hu unknown
- 1995-02-01 PL PL95315786A patent/PL315786A1/xx unknown
- 1995-02-01 RU RU96117466/04A patent/RU2204562C2/ru not_active IP Right Cessation
- 1995-02-01 AP APAP/P/1996/000837A patent/AP615A/en active
- 1995-02-01 WO PCT/EP1995/000370 patent/WO1995021172A1/en active IP Right Grant
- 1995-02-01 EP EP95907009A patent/EP0741731B1/en not_active Expired - Lifetime
- 1995-02-01 AU AU15377/95A patent/AU679610B2/en not_active Ceased
-
1996
- 1996-08-01 BG BG100764A patent/BG63504B1/bg unknown
- 1996-08-02 FI FI963079A patent/FI963079A/fi unknown
- 1996-08-02 NO NO19963247A patent/NO315701B1/no unknown
-
1997
- 1997-04-14 AU AU17877/97A patent/AU714451B2/en not_active Ceased
-
2003
- 2003-01-30 FI FI20030139A patent/FI20030139A/fi not_active Application Discontinuation
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