JP2016510070A5 - - Google Patents
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- Publication number
- JP2016510070A5 JP2016510070A5 JP2015561980A JP2015561980A JP2016510070A5 JP 2016510070 A5 JP2016510070 A5 JP 2016510070A5 JP 2015561980 A JP2015561980 A JP 2015561980A JP 2015561980 A JP2015561980 A JP 2015561980A JP 2016510070 A5 JP2016510070 A5 JP 2016510070A5
- Authority
- JP
- Japan
- Prior art keywords
- optionally substituted
- phenyl
- alkyl
- substituted
- yloxy
- 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.)
- Granted
Links
- -1 phenoxy, phenyl Chemical group 0.000 claims 133
- 125000000217 alkyl group Chemical group 0.000 claims 32
- 150000001336 alkenes Chemical class 0.000 claims 28
- 150000001875 compounds Chemical class 0.000 claims 27
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 24
- 125000003118 aryl group Chemical group 0.000 claims 22
- 125000001072 heteroaryl group Chemical group 0.000 claims 19
- 125000001424 substituent group Chemical group 0.000 claims 19
- 125000003545 alkoxy group Chemical group 0.000 claims 18
- 125000004404 heteroalkyl group Chemical group 0.000 claims 18
- 238000000034 method Methods 0.000 claims 18
- 229910052736 halogen Inorganic materials 0.000 claims 14
- 150000002367 halogens Chemical class 0.000 claims 14
- 239000002994 raw material Substances 0.000 claims 13
- 239000000126 substance Substances 0.000 claims 13
- 239000006227 byproduct Substances 0.000 claims 11
- 238000000746 purification Methods 0.000 claims 11
- 125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 claims 9
- 125000004104 aryloxy group Chemical group 0.000 claims 9
- 238000005649 metathesis reaction Methods 0.000 claims 8
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 8
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 7
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims 7
- 125000003342 alkenyl group Chemical group 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 150000002978 peroxides Chemical class 0.000 claims 6
- 125000005353 silylalkyl group Chemical group 0.000 claims 6
- 125000004663 dialkyl amino group Chemical group 0.000 claims 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 5
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 5
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 4
- 238000004821 distillation Methods 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims 3
- 239000002879 Lewis base Substances 0.000 claims 3
- 229910052782 aluminium Inorganic materials 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 238000000354 decomposition reaction Methods 0.000 claims 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 3
- 150000007527 lewis bases Chemical class 0.000 claims 3
- 239000002574 poison Substances 0.000 claims 3
- 231100000614 poison Toxicity 0.000 claims 3
- 239000000047 product Substances 0.000 claims 3
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 claims 3
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims 2
- 150000008064 anhydrides Chemical class 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 150000002902 organometallic compounds Chemical class 0.000 claims 2
- 238000001179 sorption measurement Methods 0.000 claims 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- LFXVBWRMVZPLFK-UHFFFAOYSA-N trioctylalumane Chemical group CCCCCCCC[Al](CCCCCCCC)CCCCCCCC LFXVBWRMVZPLFK-UHFFFAOYSA-N 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 claims 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 238000005686 cross metathesis reaction Methods 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 230000009257 reactivity Effects 0.000 claims 1
- 238000006798 ring closing metathesis reaction Methods 0.000 claims 1
- 238000007152 ring opening metathesis polymerisation reaction Methods 0.000 claims 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 claims 1
- 125000005415 substituted alkoxy group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 0 COC(C(Br)=CC1C2CCCC1)=C2c1c(*)c(Br)cc2c1CCCC2 Chemical compound COC(C(Br)=CC1C2CCCC1)=C2c1c(*)c(Br)cc2c1CCCC2 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201361781120P | 2013-03-14 | 2013-03-14 | |
| US61/781,120 | 2013-03-14 | ||
| EP13001297 | 2013-03-14 | ||
| EP13001297.4 | 2013-03-14 | ||
| PCT/EP2014/000671 WO2014139679A2 (en) | 2013-03-14 | 2014-03-13 | Metathesis catalysts and reactions using the catalysts |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018132278A Division JP2018193379A (ja) | 2013-03-14 | 2018-07-12 | メタセシス触媒及び触媒を用いた反応 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016510070A JP2016510070A (ja) | 2016-04-04 |
| JP2016510070A5 true JP2016510070A5 (OSRAM) | 2017-04-13 |
| JP6636804B2 JP6636804B2 (ja) | 2020-01-29 |
Family
ID=47912849
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015561980A Active JP6636804B2 (ja) | 2013-03-14 | 2014-03-13 | メタセシス触媒及び触媒を用いた反応 |
| JP2018132278A Withdrawn JP2018193379A (ja) | 2013-03-14 | 2018-07-12 | メタセシス触媒及び触媒を用いた反応 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018132278A Withdrawn JP2018193379A (ja) | 2013-03-14 | 2018-07-12 | メタセシス触媒及び触媒を用いた反応 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US10343153B2 (OSRAM) |
| EP (2) | EP3662996A3 (OSRAM) |
| JP (2) | JP6636804B2 (OSRAM) |
| CN (1) | CN105555402B (OSRAM) |
| BR (1) | BR112015023269B8 (OSRAM) |
| CA (1) | CA2905209C (OSRAM) |
| WO (1) | WO2014139679A2 (OSRAM) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8362311B2 (en) | 2009-09-30 | 2013-01-29 | Massachusetts Institute Of Technology | Highly Z-selective olefins metathesis |
| WO2014139679A2 (en) | 2013-03-14 | 2014-09-18 | Ximo Ag | Metathesis catalysts and reactions using the catalysts |
| US20140330018A1 (en) * | 2013-05-01 | 2014-11-06 | Massachusetts Institute Of Technology | Metathesis catalysts and methods thereof |
| WO2015003814A1 (en) | 2013-07-12 | 2015-01-15 | Ximo Ag | Use of immobilized molybden- und tungsten-containing catalysts in olefin cross metathesis |
| EP3052229B1 (en) | 2013-10-01 | 2021-02-24 | Verbio Vereinigte BioEnergie AG | Immobilized metathesis tungsten oxo alkylidene catalysts and use thereof in olefin metathesis |
| WO2016073750A1 (en) * | 2014-11-05 | 2016-05-12 | Massachusetts Institute Of Technology | Metathesis catalysts and methods thereof |
| WO2016104518A1 (ja) * | 2014-12-26 | 2016-06-30 | 旭硝子株式会社 | オレフィンの製造方法 |
| CN107108419A (zh) * | 2014-12-26 | 2017-08-29 | 旭硝子株式会社 | 含氯含氟烯烃的制造方法 |
| JP7186501B2 (ja) * | 2015-03-09 | 2022-12-09 | 日本ゼオン株式会社 | 樹脂成形体、樹脂フィルム、及び射出成形品 |
| US10519288B2 (en) * | 2015-03-09 | 2019-12-31 | Zeon Corporation | Resin molded body manufacturing method, resin film manufacturing method, and injection molded article manufacturing method |
| CN115215748A (zh) | 2015-11-18 | 2022-10-21 | 普罗维维公司 | 通过烯烃复分解生产脂肪烯烃衍生物 |
| DK3376859T3 (da) | 2015-11-18 | 2021-03-29 | Provivi Inc | Mikroorganismer til fremstilling af insektferomoner og relaterede forbindelser |
| EP3394074B1 (en) | 2015-12-23 | 2019-10-09 | XiMo AG | Immobilized metal alkylidene catalysts and use thereof in olefin metathesis |
| GB201604110D0 (en) * | 2016-03-10 | 2016-04-20 | Givaudan Sa | Preparation of macrocyclic lactones |
| US11214818B2 (en) | 2016-06-06 | 2022-01-04 | Provivi, Inc. | Semi-biosynthetic production of fatty alcohols and fatty aldehydes |
| WO2018013943A1 (en) * | 2016-07-15 | 2018-01-18 | Massachusetts Institute Of Technology | Halogen-containing metathesis catalysts and methods thereof |
| EP3583088B1 (en) | 2017-02-17 | 2025-09-10 | Provivi, Inc. | Synthesis of pheromones and related materials via olefin metathesis |
| CN110914442B (zh) | 2017-05-17 | 2025-02-18 | 普罗维维股份有限公司 | 用于产生昆虫信息素及相关化合物的微生物 |
| EP3684750A4 (en) | 2017-09-22 | 2021-05-26 | Trustees of Boston College | Method of preparing trisubstituted ethylene compounds |
| WO2019180230A1 (en) | 2018-03-22 | 2019-09-26 | Ximo Ag | Tetraphenylphenoxy tungsten oxo alkylidene complexes, methods of making same and use thereof |
| CN114174310A (zh) * | 2019-05-27 | 2022-03-11 | 韦尔比奥联合生物能源股份公司 | 钨亚氨基亚烷基O-bitet和O-binol配合物及其在烯烃复分解反应中的用途 |
| US10995049B2 (en) | 2019-07-19 | 2021-05-04 | California Institute Of Technology | Total synthesis of prostaglandin J natural products and their intermediates |
| WO2021188337A1 (en) | 2020-03-19 | 2021-09-23 | Exxonmobil Chemical Patents Inc. | Pentavalent dimeric group 6 transition metal complexes and methods for use thereof |
| CN113980097B (zh) * | 2021-12-29 | 2022-03-29 | 浙江湃肽生物有限公司南京分公司 | 棕榈酰三肽-5的纯化方法 |
| CN114230702B (zh) * | 2022-01-17 | 2023-10-13 | 万华化学集团股份有限公司 | 一种萘氧基骨架的烯烃聚合催化剂、制备方法与应用 |
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| JP6726189B2 (ja) | 2014-12-17 | 2020-07-22 | エー・テー・ハー・チューリッヒＥｔｈ Ｚｕｅｒｉｃｈ | 有機還元剤による担持されたオレフィンメタセシス触媒の活性化 |
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-
2014
- 2014-03-13 WO PCT/EP2014/000671 patent/WO2014139679A2/en not_active Ceased
- 2014-03-13 US US14/209,313 patent/US10343153B2/en active Active
- 2014-03-13 EP EP19210969.2A patent/EP3662996A3/en not_active Withdrawn
- 2014-03-13 EP EP14710501.9A patent/EP2969204A2/en not_active Withdrawn
- 2014-03-13 CA CA2905209A patent/CA2905209C/en active Active
- 2014-03-13 JP JP2015561980A patent/JP6636804B2/ja active Active
- 2014-03-13 BR BR112015023269A patent/BR112015023269B8/pt active IP Right Grant
- 2014-03-13 CN CN201480024618.XA patent/CN105555402B/zh active Active
- 2014-03-13 US US14/774,404 patent/US9919299B2/en active Active
-
2018
- 2018-07-12 JP JP2018132278A patent/JP2018193379A/ja not_active Withdrawn
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2019
- 2019-06-12 US US16/439,512 patent/US11285466B2/en active Active
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