JP2012229232A5 - - Google Patents
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- Publication number
- JP2012229232A5 JP2012229232A5 JP2012140269A JP2012140269A JP2012229232A5 JP 2012229232 A5 JP2012229232 A5 JP 2012229232A5 JP 2012140269 A JP2012140269 A JP 2012140269A JP 2012140269 A JP2012140269 A JP 2012140269A JP 2012229232 A5 JP2012229232 A5 JP 2012229232A5
- Authority
- JP
- Japan
- Prior art keywords
- olefin
- substituted
- unsubstituted
- alkyl
- aryl
- 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
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- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 45
- 150000001336 alkenes Chemical class 0.000 claims description 42
- 238000000034 method Methods 0.000 claims description 18
- 230000002950 deficient Effects 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- -1 aliphatic olefin Chemical class 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 125000001424 substituent group Chemical group 0.000 claims description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 8
- 238000005649 metathesis reaction Methods 0.000 claims description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims description 5
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 4
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims description 4
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims description 4
- 150000001299 aldehydes Chemical class 0.000 claims description 4
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 4
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 4
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 150000001718 carbodiimides Chemical class 0.000 claims description 4
- 150000007942 carboxylates Chemical class 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 150000002466 imines Chemical class 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- 150000002513 isocyanates Chemical class 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- LJDZFAPLPVPTBD-UHFFFAOYSA-N nitroformic acid Chemical compound OC(=O)[N+]([O-])=O LJDZFAPLPVPTBD-UHFFFAOYSA-N 0.000 claims description 4
- 150000003568 thioethers Chemical class 0.000 claims description 4
- 150000003573 thiols Chemical class 0.000 claims description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 150000003440 styrenes Chemical class 0.000 claims 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 claims 3
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 claims 3
- 235000021286 stilbenes Nutrition 0.000 claims 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical group [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 150000001504 aryl thiols Chemical class 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 150000004820 halides Chemical class 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 claims 2
- 229910052707 ruthenium Inorganic materials 0.000 claims 2
- 238000006467 substitution reaction Methods 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
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- YULMNMJFAZWLLN-UHFFFAOYSA-N methylenecyclohexane Chemical compound C=C1CCCCC1 YULMNMJFAZWLLN-UHFFFAOYSA-N 0.000 claims 1
- WPHGSKGZRAQSGP-UHFFFAOYSA-N methylenecyclohexane Natural products C1CCCC2CC21 WPHGSKGZRAQSGP-UHFFFAOYSA-N 0.000 claims 1
- 125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US21375700P | 2000-06-23 | 2000-06-23 | |
| US60/213,757 | 2000-06-23 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002505340A Division JP2004510699A (ja) | 2000-06-23 | 2001-06-25 | クロスメタセシスおよび閉環メタセシスによる、官能性および非官能性オレフィンの合成 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012229232A JP2012229232A (ja) | 2012-11-22 |
| JP2012229232A5 true JP2012229232A5 (enExample) | 2013-08-15 |
| JP5779142B2 JP5779142B2 (ja) | 2015-09-16 |
Family
ID=22796381
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002505340A Pending JP2004510699A (ja) | 2000-06-23 | 2001-06-25 | クロスメタセシスおよび閉環メタセシスによる、官能性および非官能性オレフィンの合成 |
| JP2012140269A Expired - Lifetime JP5779142B2 (ja) | 2000-06-23 | 2012-06-21 | クロスメタセシスおよび閉環メタセシスによる、官能性および非官能性オレフィンの合成 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002505340A Pending JP2004510699A (ja) | 2000-06-23 | 2001-06-25 | クロスメタセシスおよび閉環メタセシスによる、官能性および非官能性オレフィンの合成 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6794534B2 (enExample) |
| EP (1) | EP1301458B1 (enExample) |
| JP (2) | JP2004510699A (enExample) |
| AU (3) | AU7143001A (enExample) |
| CA (1) | CA2413852C (enExample) |
| IL (2) | IL153578A0 (enExample) |
| WO (1) | WO2002000590A1 (enExample) |
| ZA (1) | ZA200300207B (enExample) |
Families Citing this family (93)
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| US20050147534A1 (en) | 1998-05-05 | 2005-07-07 | Massachusetts Institute Of Technology | Emissive sensors and devices incorporating these sensors |
| US7329758B1 (en) * | 1999-05-24 | 2008-02-12 | California Institute Of Technology | Imidazolidine-based metal carbene metathesis catalysts |
| EP1373170A4 (en) * | 2001-03-30 | 2007-03-21 | California Inst Of Techn | CROSS-METATHESIS REACTION OF FUNCTIONALIZED AND SUBSTITUTED OLEFINS USING GROUP 8 METAL TRANSITION CARBENE COMPLEXES AS METATHESIS CATALYSTS |
| CN1265882C (zh) | 2001-08-01 | 2006-07-26 | 加州理工学院 | 六配位钌或锇金属卡宾易位催化剂 |
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| AU2003258013A1 (en) * | 2002-08-01 | 2004-02-23 | California Institute Of Technology | Synthesis of macrocyclic polymers by ring insertion polymerization of cyclic olefin monomers |
| US7002049B2 (en) * | 2002-08-19 | 2006-02-21 | Eastman Chemical Company | Process for α,β-dihydroxyalkenes and derivatives |
| US6737531B1 (en) | 2002-12-17 | 2004-05-18 | Brookhaven Science Associates, Llc | Catalysts for hydrogenation and hydrosilylation, methods of making and using the same |
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| US7060770B2 (en) * | 2003-05-06 | 2006-06-13 | Kerr Corporation | Metathesis-curable composition with a reaction control agent |
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| EP3675809B1 (de) | 2017-08-31 | 2023-09-27 | Basf Se | Verwendung physiologischer kühlwirkstoffe und mittel enthaltend solche wirkstoffe |
| CN113272267A (zh) | 2018-12-10 | 2021-08-17 | 普罗维维公司 | 共轭二烯信息素及相关化合物的合成 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5312940A (en) | 1992-04-03 | 1994-05-17 | California Institute Of Technology | Ruthenium and osmium metal carbene complexes for olefin metathesis polymerization |
| EP0773948A4 (en) * | 1992-04-03 | 1998-09-02 | California Inst Of Techn | HIGHLY ACTIVE RUTHENIUM OR OSMIUM METAL CARBEN COMPLEXES FOR OLEFIN METHETHESE REACTIONS AND THEIR SYNTHESIS |
| US5710298A (en) | 1992-04-03 | 1998-01-20 | California Institute Of Technology | Method of preparing ruthenium and osmium carbene complexes |
| US5811515A (en) | 1995-06-12 | 1998-09-22 | California Institute Of Technology | Synthesis of conformationally restricted amino acids, peptides, and peptidomimetics by catalytic ring closing metathesis |
| US5728785A (en) | 1995-07-07 | 1998-03-17 | California Institute Of Technology | Romp polymerization in the presence of peroxide crosslinking agents to form high-density crosslinked polymers |
| US5831108A (en) | 1995-08-03 | 1998-11-03 | California Institute Of Technology | High metathesis activity ruthenium and osmium metal carbene complexes |
| DE19746040A1 (de) * | 1997-10-17 | 1999-04-22 | Basf Ag | Verfahren zur Herstellung von Propen |
| DE19815275B4 (de) * | 1998-04-06 | 2009-06-25 | Evonik Degussa Gmbh | Alkylidenkomplexe des Rutheniums mit N-heterozyklischen Carbenliganden und deren Verwendung als hochaktive, selektive Katalysatoren für die Olefin-Metathese |
-
2001
- 2001-06-25 IL IL15357801A patent/IL153578A0/xx active IP Right Grant
- 2001-06-25 AU AU7143001A patent/AU7143001A/xx active Pending
- 2001-06-25 US US09/891,144 patent/US6794534B2/en not_active Expired - Lifetime
- 2001-06-25 AU AU2001271430A patent/AU2001271430B2/en not_active Ceased
- 2001-06-25 WO PCT/US2001/020180 patent/WO2002000590A1/en not_active Ceased
- 2001-06-25 JP JP2002505340A patent/JP2004510699A/ja active Pending
- 2001-06-25 EP EP01950437.2A patent/EP1301458B1/en not_active Expired - Lifetime
- 2001-06-25 CA CA2413852A patent/CA2413852C/en not_active Expired - Fee Related
-
2002
- 2002-12-22 IL IL153578A patent/IL153578A/en not_active IP Right Cessation
-
2003
- 2003-01-08 ZA ZA200300207A patent/ZA200300207B/en unknown
-
2010
- 2010-12-03 AU AU2010249178A patent/AU2010249178A1/en not_active Abandoned
-
2012
- 2012-06-21 JP JP2012140269A patent/JP5779142B2/ja not_active Expired - Lifetime
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