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 | |
| EP13001297.4 | 2013-03-14 | ||
| EP13001297 | 2013-03-14 | ||
| US61/781,120 | 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 (enExample) | 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) | US9919299B2 (enExample) |
| EP (2) | EP2969204A2 (enExample) |
| JP (2) | JP6636804B2 (enExample) |
| CN (1) | CN105555402B (enExample) |
| BR (1) | BR112015023269B8 (enExample) |
| CA (1) | CA2905209C (enExample) |
| WO (1) | WO2014139679A2 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US8362311B2 (en) | 2009-09-30 | 2013-01-29 | Massachusetts Institute Of Technology | Highly Z-selective olefins metathesis |
| CN105555402B (zh) | 2013-03-14 | 2019-03-22 | 西莫有限公司 | 复分解催化剂及使用该催化剂的反应 |
| 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 |
| WO2015049047A1 (en) | 2013-10-01 | 2015-04-09 | Ximo 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 |
| JP6696435B2 (ja) * | 2014-12-26 | 2020-05-20 | Ａｇｃ株式会社 | オレフィンの製造方法 |
| WO2016104523A1 (ja) * | 2014-12-26 | 2016-06-30 | 旭硝子株式会社 | 含塩素含フッ素オレフィンの製造方法 |
| US10351664B2 (en) * | 2015-03-09 | 2019-07-16 | Zeon Corporation | Resin molded body, resin film, and injection molded article |
| JP7186502B2 (ja) * | 2015-03-09 | 2022-12-09 | 日本ゼオン株式会社 | 樹脂成形体の製造方法、樹脂フィルムの製造方法、及び射出成形品の製造方法 |
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| EP3684750A4 (en) | 2017-09-22 | 2021-05-26 | Trustees of Boston College | Method of preparing trisubstituted ethylene compounds |
| JP2021520339A (ja) * | 2018-03-22 | 2021-08-19 | フェルビオ フェルアイニクテ ビオエネルギー アクチェンゲゼルシャフト | テトラフェニルフェノキシタングステンオキソアルキリデン複合体、その製造方法及びその使用 |
| US20220227797A1 (en) * | 2019-05-27 | 2022-07-21 | Verbio Vereinigte Bioenergie Ag | Tungsten imido alkylidene o-bitet and o-binol complexes and use thereof in olefin metathesis reactions |
| US10995049B2 (en) | 2019-07-19 | 2021-05-04 | California Institute Of Technology | Total synthesis of prostaglandin J natural products and their intermediates |
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2014
- 2014-03-13 CN CN201480024618.XA patent/CN105555402B/zh active Active
- 2014-03-13 BR BR112015023269A patent/BR112015023269B8/pt active IP Right Grant
- 2014-03-13 US US14/774,404 patent/US9919299B2/en active Active
- 2014-03-13 US US14/209,313 patent/US10343153B2/en active Active
- 2014-03-13 JP JP2015561980A patent/JP6636804B2/ja active Active
- 2014-03-13 EP EP14710501.9A patent/EP2969204A2/en not_active Withdrawn
- 2014-03-13 WO PCT/EP2014/000671 patent/WO2014139679A2/en not_active Ceased
- 2014-03-13 CA CA2905209A patent/CA2905209C/en active Active
- 2014-03-13 EP EP19210969.2A patent/EP3662996A3/en not_active Withdrawn
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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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