JPWO2020003035A5 - - Google Patents
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- Publication number
- JPWO2020003035A5 JPWO2020003035A5 JP2020567893A JP2020567893A JPWO2020003035A5 JP WO2020003035 A5 JPWO2020003035 A5 JP WO2020003035A5 JP 2020567893 A JP2020567893 A JP 2020567893A JP 2020567893 A JP2020567893 A JP 2020567893A JP WO2020003035 A5 JPWO2020003035 A5 JP WO2020003035A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- alkyl
- aryl
- hydrogen
- metathesis reaction
- 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
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 125000003118 aryl group Chemical group 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 150000002431 hydrogen Chemical class 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 239000003446 ligand Substances 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 229910052717 sulfur Chemical group 0.000 claims description 2
- 239000011593 sulfur Chemical group 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 14
- 238000005649 metathesis reaction Methods 0.000 claims 9
- 150000001875 compounds Chemical class 0.000 claims 7
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 239000012190 activator Substances 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 239000002243 precursor Substances 0.000 claims 3
- 239000000126 substance Substances 0.000 claims 3
- 150000001336 alkenes Chemical class 0.000 claims 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- 239000002841 Lewis acid Substances 0.000 claims 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000012018 catalyst precursor Substances 0.000 claims 1
- 238000004132 cross linking Methods 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims 1
- 150000007517 lewis acids Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- 238000007152 ring opening metathesis polymerisation reaction Methods 0.000 claims 1
- 229910000077 silane Inorganic materials 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201862691853P | 2018-06-29 | 2018-06-29 | |
| US62/691,853 | 2018-06-29 | ||
| PCT/IB2019/054879 WO2020003035A1 (en) | 2018-06-29 | 2019-06-11 | Organoruthenium complexes as precatalysts for olefin metathesis |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2021530441A JP2021530441A (ja) | 2021-11-11 |
| JP2021530441A5 JP2021530441A5 (https=) | 2022-05-27 |
| JPWO2020003035A5 true JPWO2020003035A5 (https=) | 2022-05-27 |
| JP7466908B2 JP7466908B2 (ja) | 2024-04-15 |
Family
ID=67439270
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020567893A Active JP7466908B2 (ja) | 2018-06-29 | 2019-06-11 | オレフィンメタセシス用の触媒前駆体としての有機ルテニウム錯体 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US11939410B2 (https=) |
| EP (1) | EP3814363B1 (https=) |
| JP (1) | JP7466908B2 (https=) |
| WO (1) | WO2020003035A1 (https=) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL429476A1 (pl) * | 2019-04-02 | 2020-10-05 | Apeiron Synthesis Spółka Akcyjna | Nowe zastosowanie kompleksów metali posiadających ligandy organiczne do aktywacji rutenowych (pre)katalizatorów metatezy olefin |
| US11291983B2 (en) | 2019-09-18 | 2022-04-05 | Apeiron Synthesis S.A. | Organoruthenium carbide complexes as precatalysts for olefin metathesis |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012097379A2 (en) * | 2011-01-14 | 2012-07-19 | California Institute Of Technology | Z-selective olefin metathesis catalysts and their synthetic procedure |
| PL400162A1 (pl) | 2012-07-27 | 2014-02-03 | Apeiron Synthesis Spólka Z Ograniczona Odpowiedzialnoscia | Nowe kompleksy rutenu, ich zastosowanie w reakcjach metatezy oraz sposób prowadzenia reakcji metatezy |
| EP3008078B1 (en) * | 2013-06-12 | 2018-12-19 | Trustees of Boston College | Catalysts for efficient z-selective metathesis |
| TWI794520B (zh) * | 2018-06-29 | 2023-03-01 | 日商住友電木股份有限公司 | 作為 3d 列印材料之聚環烯烴單體及由能夠產生光酸之化合物活化之催化劑 |
-
2019
- 2019-06-11 US US17/255,685 patent/US11939410B2/en active Active
- 2019-06-11 WO PCT/IB2019/054879 patent/WO2020003035A1/en not_active Ceased
- 2019-06-11 EP EP19744851.7A patent/EP3814363B1/en active Active
- 2019-06-11 JP JP2020567893A patent/JP7466908B2/ja active Active
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