JP2010511600A5 - - Google Patents
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- JP2010511600A5 JP2010511600A5 JP2009538795A JP2009538795A JP2010511600A5 JP 2010511600 A5 JP2010511600 A5 JP 2010511600A5 JP 2009538795 A JP2009538795 A JP 2009538795A JP 2009538795 A JP2009538795 A JP 2009538795A JP 2010511600 A5 JP2010511600 A5 JP 2010511600A5
- Authority
- JP
- Japan
- Prior art keywords
- bis
- phosphinomethyl
- butylphosphinomethyl
- decyl
- benzene
- 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.)
- Pending
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- -1 het Chemical group 0.000 claims description 192
- 125000003118 aryl group Chemical group 0.000 claims description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 87
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 claims 46
- 229910052698 phosphorus Inorganic materials 0.000 claims 25
- 239000003446 ligand Substances 0.000 claims 17
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 17
- 125000004429 atom Chemical group 0.000 claims 15
- 125000001424 substituent group Chemical group 0.000 claims 14
- IHOMKOPTBSYOCI-UHFFFAOYSA-N [Fe].c1cccc1.c1ccc(c1)C1=CC=CC=C1 Chemical compound [Fe].c1cccc1.c1ccc(c1)C1=CC=CC=C1 IHOMKOPTBSYOCI-UHFFFAOYSA-N 0.000 claims 12
- 238000000034 method Methods 0.000 claims 12
- DOUYOVFHQKVSSJ-UHFFFAOYSA-N [Fe].c1cccc1.CC(C)(C)c1cccc1 Chemical compound [Fe].c1cccc1.CC(C)(C)c1cccc1 DOUYOVFHQKVSSJ-UHFFFAOYSA-N 0.000 claims 10
- 239000011574 phosphorus Substances 0.000 claims 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 7
- 125000005647 linker group Chemical group 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 239000003054 catalyst Substances 0.000 claims 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 5
- 150000001875 compounds Chemical class 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- 125000004437 phosphorous atom Chemical group 0.000 claims 4
- 125000002947 alkylene group Chemical group 0.000 claims 3
- 229910052787 antimony Inorganic materials 0.000 claims 3
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims 3
- 229910052785 arsenic Inorganic materials 0.000 claims 3
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims 3
- 150000001721 carbon Chemical group 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 125000006413 ring segment Chemical group 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 150000001450 anions Chemical class 0.000 claims 2
- 125000000732 arylene group Chemical group 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 2
- PCHMFMSIIFSBTO-UHFFFAOYSA-N 4-[2,3-ditert-butyl-4-(phosphanylmethyl)phenyl]benzoyl chloride Chemical compound CC(C)(C)C1=C(CP)C=CC(C=2C=CC(=CC=2)C(Cl)=O)=C1C(C)(C)C PCHMFMSIIFSBTO-UHFFFAOYSA-N 0.000 claims 1
- WMKVBJREKBIAID-UHFFFAOYSA-N C(C)(C)(C)C1=C(C(=C(C=C1)CP)C(C)(C)C)C1=C(C(=CC=C1)C(P)(C(C)(C)C)C(C)(C)C)C(P)(C(C)(C)C)C(C)(C)C Chemical compound C(C)(C)(C)C1=C(C(=C(C=C1)CP)C(C)(C)C)C1=C(C(=CC=C1)C(P)(C(C)(C)C)C(C)(C)C)C(P)(C(C)(C)C)C(C)(C)C WMKVBJREKBIAID-UHFFFAOYSA-N 0.000 claims 1
- BPKCUMWXYFFPCK-UHFFFAOYSA-N C(C)(C)(C)C=1C(=C(C=CC1C1=CC(=C(C=C1)C(P)(C(C)(C)C)C(C)(C)C)C(P)(C(C)(C)C)C(C)(C)C)CP)C(C)(C)C Chemical compound C(C)(C)(C)C=1C(=C(C=CC1C1=CC(=C(C=C1)C(P)(C(C)(C)C)C(C)(C)C)C(P)(C(C)(C)C)C(C)(C)C)CP)C(C)(C)C BPKCUMWXYFFPCK-UHFFFAOYSA-N 0.000 claims 1
- PQUURLDEBAJQHI-UHFFFAOYSA-N C(C)(C)(C)C=1C(=C(C=CC1CP)CP)C(C)(C)C Chemical compound C(C)(C)(C)C=1C(=C(C=CC1CP)CP)C(C)(C)C PQUURLDEBAJQHI-UHFFFAOYSA-N 0.000 claims 1
- SYNUGNZEUDMWOZ-UHFFFAOYSA-N C(C)(C)(C)P(C(C)(C)C)C[C-]1C(=CC(=C1C(C)(C)C)C(C)(C)C)CP(C(C)(C)C)C(C)(C)C.[CH-]1C=CC=C1.[Fe+2] Chemical compound C(C)(C)(C)P(C(C)(C)C)C[C-]1C(=CC(=C1C(C)(C)C)C(C)(C)C)CP(C(C)(C)C)C(C)(C)C.[CH-]1C=CC=C1.[Fe+2] SYNUGNZEUDMWOZ-UHFFFAOYSA-N 0.000 claims 1
- FVYXAQRJYVRFPQ-UHFFFAOYSA-N C12(CC3CC(CC(C1)C3)C2)P(C23CC1CC(CC(C2)C1)C3)CC3(C(CC(C(=C3)[Si](C)(C)C)([Si](C)(C)C)C3=CC=CC=C3)(CP(C31CC2CC(CC(C3)C2)C1)C12CC3CC(CC(C1)C3)C2)CP(C23CC1CC(CC(C2)C1)C3)C31CC2CC(CC(C3)C2)C1)CP(C12CC3CC(CC(C1)C3)C2)C23CC1CC(CC(C2)C1)C3 Chemical compound C12(CC3CC(CC(C1)C3)C2)P(C23CC1CC(CC(C2)C1)C3)CC3(C(CC(C(=C3)[Si](C)(C)C)([Si](C)(C)C)C3=CC=CC=C3)(CP(C31CC2CC(CC(C3)C2)C1)C12CC3CC(CC(C1)C3)C2)CP(C23CC1CC(CC(C2)C1)C3)C31CC2CC(CC(C3)C2)C1)CP(C12CC3CC(CC(C1)C3)C2)C23CC1CC(CC(C2)C1)C3 FVYXAQRJYVRFPQ-UHFFFAOYSA-N 0.000 claims 1
- ZIKHDOLERGJDEU-UHFFFAOYSA-N C12(CC3CC(CC(C1)C3)C2)P(C23CC1CC(CC(C2)C1)C3)C[C-]3C(=CC(=C3C3=CC=CC=C3)C3=CC=CC=C3)CP(C31CC2CC(CC(C3)C2)C1)C12CC3CC(CC(C1)C3)C2.[CH-]2C=CC=C2.[Fe+2] Chemical compound C12(CC3CC(CC(C1)C3)C2)P(C23CC1CC(CC(C2)C1)C3)C[C-]3C(=CC(=C3C3=CC=CC=C3)C3=CC=CC=C3)CP(C31CC2CC(CC(C3)C2)C1)C12CC3CC(CC(C1)C3)C2.[CH-]2C=CC=C2.[Fe+2] ZIKHDOLERGJDEU-UHFFFAOYSA-N 0.000 claims 1
- WGPLETPAUNBEAR-UHFFFAOYSA-N CC12CC3OC(C1(CP)C4=C(C=C(C=C4)C(C)(C)C)CP(C56CC7CC(C5)CC(C7)C6)C89CC1CC(C8)CC(C1)C9)(CC(O3)(O2)C)C Chemical compound CC12CC3OC(C1(CP)C4=C(C=C(C=C4)C(C)(C)C)CP(C56CC7CC(C5)CC(C7)C6)C89CC1CC(C8)CC(C1)C9)(CC(O3)(O2)C)C WGPLETPAUNBEAR-UHFFFAOYSA-N 0.000 claims 1
- TZFYBPDAUIGLPQ-UHFFFAOYSA-N CC12CC3OC(C1(CP)C4=C(C=C(C=C4)[Si](C)(C)C)CP(C56CC7CC(C5)CC(C7)C6)C89CC1CC(C8)CC(C1)C9)(CC(O3)(O2)C)C Chemical compound CC12CC3OC(C1(CP)C4=C(C=C(C=C4)[Si](C)(C)C)CP(C56CC7CC(C5)CC(C7)C6)C89CC1CC(C8)CC(C1)C9)(CC(O3)(O2)C)C TZFYBPDAUIGLPQ-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims 1
- NZYVKWHJZSIFDW-UHFFFAOYSA-N PCC1(C2(CC3(OC(CC1(O3)C(F)(F)F)(O2)C(F)(F)F)C(F)(F)F)C(F)(F)F)C2=C(C=C(C(=C2)C2=CC=CC=C2)C2=CC=CC=C2)C2(C3(CC1(OC(CC2(O1)C(F)(F)F)(O3)C(F)(F)F)C(F)(F)F)C(F)(F)F)CP Chemical compound PCC1(C2(CC3(OC(CC1(O3)C(F)(F)F)(O2)C(F)(F)F)C(F)(F)F)C(F)(F)F)C2=C(C=C(C(=C2)C2=CC=CC=C2)C2=CC=CC=C2)C2(C3(CC1(OC(CC2(O1)C(F)(F)F)(O3)C(F)(F)F)C(F)(F)F)C(F)(F)F)CP NZYVKWHJZSIFDW-UHFFFAOYSA-N 0.000 claims 1
- RCRMKTGLHVLPDR-UHFFFAOYSA-N PCC1(C2(CC3(OC(CC1(O3)C(F)(F)F)(O2)C(F)(F)F)C(F)(F)F)C(F)(F)F)C2=C(C=C(C(=C2)[Si](C)(C)C)[Si](C)(C)C)C2(C3(CC1(OC(CC2(O1)C(F)(F)F)(O3)C(F)(F)F)C(F)(F)F)C(F)(F)F)CP Chemical compound PCC1(C2(CC3(OC(CC1(O3)C(F)(F)F)(O2)C(F)(F)F)C(F)(F)F)C(F)(F)F)C2=C(C=C(C(=C2)[Si](C)(C)C)[Si](C)(C)C)C2(C3(CC1(OC(CC2(O1)C(F)(F)F)(O3)C(F)(F)F)C(F)(F)F)C(F)(F)F)CP RCRMKTGLHVLPDR-UHFFFAOYSA-N 0.000 claims 1
- HXPIDDUXKSTDHD-UHFFFAOYSA-N PCC1(C2(CC3(OC(CC1(O3)C(F)(F)F)(O2)C(F)(F)F)C(F)(F)F)C(F)(F)F)C2=C(C=C(C=C2)C(C)(C)C)C2(C3(CC1(OC(CC2(O1)C(F)(F)F)(O3)C(F)(F)F)C(F)(F)F)C(F)(F)F)CP Chemical compound PCC1(C2(CC3(OC(CC1(O3)C(F)(F)F)(O2)C(F)(F)F)C(F)(F)F)C(F)(F)F)C2=C(C=C(C=C2)C(C)(C)C)C2(C3(CC1(OC(CC2(O1)C(F)(F)F)(O3)C(F)(F)F)C(F)(F)F)C(F)(F)F)CP HXPIDDUXKSTDHD-UHFFFAOYSA-N 0.000 claims 1
- VZOAJOYLYZHPTF-UHFFFAOYSA-N PCC1(C2(CC3(OC(CC1(O3)C(F)(F)F)(O2)C(F)(F)F)C(F)(F)F)C(F)(F)F)C2=C(C=C(C=C2)C2=CC=CC=C2)C2(C3(CC1(OC(CC2(O1)C(F)(F)F)(O3)C(F)(F)F)C(F)(F)F)C(F)(F)F)CP Chemical compound PCC1(C2(CC3(OC(CC1(O3)C(F)(F)F)(O2)C(F)(F)F)C(F)(F)F)C(F)(F)F)C2=C(C=C(C=C2)C2=CC=CC=C2)C2(C3(CC1(OC(CC2(O1)C(F)(F)F)(O3)C(F)(F)F)C(F)(F)F)C(F)(F)F)CP VZOAJOYLYZHPTF-UHFFFAOYSA-N 0.000 claims 1
- GMBMVDAIJGKWEY-UHFFFAOYSA-N PCC1(C2(CC3(OC(CC1(O3)C)(O2)C)C)C)[C-]2C(=CC(=C2C2=CC=CC=C2)C2=CC=CC=C2)C2(C3(CC1(OC(CC2(O1)C)(O3)C)C)C)CP.[CH-]3C=CC=C3.[Fe+2] Chemical compound PCC1(C2(CC3(OC(CC1(O3)C)(O2)C)C)C)[C-]2C(=CC(=C2C2=CC=CC=C2)C2=CC=CC=C2)C2(C3(CC1(OC(CC2(O1)C)(O3)C)C)C)CP.[CH-]3C=CC=C3.[Fe+2] GMBMVDAIJGKWEY-UHFFFAOYSA-N 0.000 claims 1
- IYLXXNMTVQJTAO-UHFFFAOYSA-N PCC1(C2(CC3(OC(CC1(O3)C)(O2)C)C)C)[C-]2C(=CC(=C2C2=CC=CC=C2)C2=CC=CC=C2)CP(C(C)(C)C)C(C)(C)C.[CH-]2C=CC=C2.[Fe+2] Chemical compound PCC1(C2(CC3(OC(CC1(O3)C)(O2)C)C)C)[C-]2C(=CC(=C2C2=CC=CC=C2)C2=CC=CC=C2)CP(C(C)(C)C)C(C)(C)C.[CH-]2C=CC=C2.[Fe+2] IYLXXNMTVQJTAO-UHFFFAOYSA-N 0.000 claims 1
- NPHBDKQSRNBIAS-UHFFFAOYSA-N PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C(=C2)C2=CC=CC=C2)C2=CC=CC=C2)CP(C(C)(C)C)C(C)(C)C Chemical compound PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C(=C2)C2=CC=CC=C2)C2=CC=CC=C2)CP(C(C)(C)C)C(C)(C)C NPHBDKQSRNBIAS-UHFFFAOYSA-N 0.000 claims 1
- GYIWLSMPALCVHA-UHFFFAOYSA-N PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C(=C2)[Si](C)(C)C)[Si](C)(C)C)C2(C3(CC1OC(CC2(O1)C)(O3)C)C)CP Chemical compound PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C(=C2)[Si](C)(C)C)[Si](C)(C)C)C2(C3(CC1OC(CC2(O1)C)(O3)C)C)CP GYIWLSMPALCVHA-UHFFFAOYSA-N 0.000 claims 1
- RXDJXUGTZPXYGH-UHFFFAOYSA-N PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C=C2)C(C)(C)C)CP(C(C)(C)C)C(C)(C)C Chemical compound PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C=C2)C(C)(C)C)CP(C(C)(C)C)C(C)(C)C RXDJXUGTZPXYGH-UHFFFAOYSA-N 0.000 claims 1
- JUKIFWJJWCHQOZ-UHFFFAOYSA-N PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C=C2)C2=CC=CC=C2)CP(C23CC1CC(CC(C2)C1)C3)C31CC2CC(CC(C3)C2)C1 Chemical compound PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C=C2)C2=CC=CC=C2)CP(C23CC1CC(CC(C2)C1)C3)C31CC2CC(CC(C3)C2)C1 JUKIFWJJWCHQOZ-UHFFFAOYSA-N 0.000 claims 1
- KITZKOHPUHSOEI-UHFFFAOYSA-N PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C=C2)[Si](C)(C)C)C2(C3(CC1OC(CC2(O1)C)(O3)C)C)CP Chemical compound PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)C2=C(C=C(C=C2)[Si](C)(C)C)C2(C3(CC1OC(CC2(O1)C)(O3)C)C)CP KITZKOHPUHSOEI-UHFFFAOYSA-N 0.000 claims 1
- FTQYVJBNBRLFLY-UHFFFAOYSA-N PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)[C-]2C(=CC(=C2C2=CC=CC=C2)C2=CC=CC=C2)C2(C3(CC1OC(CC2(O1)C)(O3)C)C)CP.[CH-]3C=CC=C3.[Fe+2] Chemical compound PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)[C-]2C(=CC(=C2C2=CC=CC=C2)C2=CC=CC=C2)C2(C3(CC1OC(CC2(O1)C)(O3)C)C)CP.[CH-]3C=CC=C3.[Fe+2] FTQYVJBNBRLFLY-UHFFFAOYSA-N 0.000 claims 1
- SMKMHULWMFELQG-UHFFFAOYSA-N PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)[C-]2C(=CC(=C2C2=CC=CC=C2)C2=CC=CC=C2)CP(C(C)(C)C)C(C)(C)C.[CH-]2C=CC=C2.[Fe+2] Chemical compound PCC1(C2(CC3OC(CC1(O3)C)(O2)C)C)[C-]2C(=CC(=C2C2=CC=CC=C2)C2=CC=CC=C2)CP(C(C)(C)C)C(C)(C)C.[CH-]2C=CC=C2.[Fe+2] SMKMHULWMFELQG-UHFFFAOYSA-N 0.000 claims 1
- YLGURJYLNZINMJ-UHFFFAOYSA-N [1,3,5,7-tetramethyl-8-[2-[1,3,5,7-tetramethyl-8-(phosphanylmethyl)-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]-4-trimethylsilylphenyl]-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]methylphosphane Chemical compound O1C2(C)CC(O3)(C)OC1(C)CC3(C)C2(CP)C1=CC([Si](C)(C)C)=CC=C1C1(CP)C2(C)CC(C)(O3)OC1(C)CC3(C)O2 YLGURJYLNZINMJ-UHFFFAOYSA-N 0.000 claims 1
- SZBXVUKSDKXGMQ-UHFFFAOYSA-N [1,3,5,7-tetramethyl-8-[4-phenyl-2-[1,3,5,7-tetramethyl-8-(phosphanylmethyl)-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]phenyl]-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]methylphosphane Chemical compound O1C(C)(O2)CC3(C)OC2(C)CC1(C)C3(CP)C(C(=C1)C2(CP)C3(C)CC4(OC(O3)(C)CC2(C)O4)C)=CC=C1C1=CC=CC=C1 SZBXVUKSDKXGMQ-UHFFFAOYSA-N 0.000 claims 1
- XPLBBAQFWIYEOY-UHFFFAOYSA-N [2,2,4,4-tetramethyl-3-[2-(2,2,4,4-tetramethyl-3-phosphanylpentan-3-yl)-4-tritert-butylsilylphenyl]pentan-3-yl]phosphane Chemical compound CC(C)(C)C(P)(C(C)(C)C)C1=CC=C([Si](C(C)(C)C)(C(C)(C)C)C(C)(C)C)C=C1C(P)(C(C)(C)C)C(C)(C)C XPLBBAQFWIYEOY-UHFFFAOYSA-N 0.000 claims 1
- ZOYPIDOTHFUPMW-UHFFFAOYSA-N [3,4-bis(trimethylsilyl)phenyl]methyl-ditert-butylphosphane Chemical compound CC(C)(C)P(C(C)(C)C)CC1=CC=C([Si](C)(C)C)C([Si](C)(C)C)=C1 ZOYPIDOTHFUPMW-UHFFFAOYSA-N 0.000 claims 1
- GKYVRIAJZUEXJR-UHFFFAOYSA-N [8-(3,4-diphenylphenyl)-1,3,5,7-tetramethyl-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]methylphosphane Chemical compound O1C(C)(O2)CC3(C)OC2(C)CC1(C)C3(CP)C(C=C1C=2C=CC=CC=2)=CC=C1C1=CC=CC=C1 GKYVRIAJZUEXJR-UHFFFAOYSA-N 0.000 claims 1
- FKUMADLCVKODJS-UHFFFAOYSA-N [8-[4-tert-butyl-2-[1,3,5,7-tetramethyl-8-(phosphanylmethyl)-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]phenyl]-1,3,5,7-tetramethyl-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]methylphosphane Chemical compound O1C2(C)CC(O3)(C)OC1(C)CC3(C)C2(CP)C1=CC=C(C(C)(C)C)C=C1C1(CP)C(O2)(C)CC3(C)OC2(C)CC1(C)O3 FKUMADLCVKODJS-UHFFFAOYSA-N 0.000 claims 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- RHKRUKUHXVBJJD-UHFFFAOYSA-N bis(1-adamantyl)-[[2-(ditert-butylphosphanylmethyl)-4,5-bis(trimethylsilyl)phenyl]methyl]phosphane Chemical compound CC(C)(C)P(C(C)(C)C)CC1=CC([Si](C)(C)C)=C([Si](C)(C)C)C=C1CP(C12CC3CC(CC(C3)C1)C2)C1(C2)CC(C3)CC2CC3C1 RHKRUKUHXVBJJD-UHFFFAOYSA-N 0.000 claims 1
- VTVFXNKSLYYIIG-UHFFFAOYSA-N bis(1-adamantyl)-[[2-(ditert-butylphosphanylmethyl)-4,5-diphenylphenyl]methyl]phosphane Chemical compound C=1C=CC=CC=1C=1C=C(CP(C23CC4CC(CC(C4)C2)C3)C23CC4CC(CC(C4)C2)C3)C(CP(C(C)(C)C)C(C)(C)C)=CC=1C1=CC=CC=C1 VTVFXNKSLYYIIG-UHFFFAOYSA-N 0.000 claims 1
- MNPOPASJOFYBMI-UHFFFAOYSA-N bis(1-adamantyl)-[[2-(ditert-butylphosphanylmethyl)-5-phenylphenyl]methyl]phosphane Chemical compound C1=C(CP(C23CC4CC(CC(C4)C2)C3)C23CC4CC(CC(C4)C2)C3)C(CP(C(C)(C)C)C(C)(C)C)=CC=C1C1=CC=CC=C1 MNPOPASJOFYBMI-UHFFFAOYSA-N 0.000 claims 1
- OESSXRJOTGVSMA-UHFFFAOYSA-N bis(1-adamantyl)-[[2-(ditert-butylphosphanylmethyl)-5-trimethylsilylphenyl]methyl]phosphane Chemical compound CC(C)(C)P(C(C)(C)C)CC1=CC=C([Si](C)(C)C)C=C1CP(C12CC3CC(CC(C3)C1)C2)C1(C2)CC(C3)CC2CC3C1 OESSXRJOTGVSMA-UHFFFAOYSA-N 0.000 claims 1
- MXPSHWBHUIQVPY-UHFFFAOYSA-N bis(1-adamantyl)-[[2-[1,3,5,7-tetramethyl-8-(phosphanylmethyl)-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]-4,5-bis(trimethylsilyl)phenyl]methyl]phosphane Chemical compound C1C(C2)CC(C3)CC2CC13P(C12CC3CC(CC(C3)C1)C2)CC1=CC([Si](C)(C)C)=C([Si](C)(C)C)C=C1C1(CP)C2(C)CC(C)(O3)OC1(C)CC3(C)O2 MXPSHWBHUIQVPY-UHFFFAOYSA-N 0.000 claims 1
- IYJFKBUCDIHNLX-UHFFFAOYSA-N bis(1-adamantyl)-[[2-[bis(1-adamantyl)phosphanylmethyl]-4,5-diphenylphenyl]methyl]phosphane Chemical compound C1C(C2)CC(C3)CC2CC13P(C12CC3CC(CC(C3)C1)C2)CC(C(=CC=1C=2C=CC=CC=2)CP(C23CC4CC(CC(C4)C2)C3)C23CC4CC(CC(C4)C2)C3)=CC=1C1=CC=CC=C1 IYJFKBUCDIHNLX-UHFFFAOYSA-N 0.000 claims 1
- OXOFOTRVVAMBDF-UHFFFAOYSA-N bis(1-adamantyl)-[[2-[bis(1-adamantyl)phosphanylmethyl]-4-trimethylsilylphenyl]methyl]phosphane Chemical compound C1C(C2)CC(C3)CC2CC13P(C12CC3CC(CC(C3)C1)C2)CC1=CC([Si](C)(C)C)=CC=C1CP(C12CC3CC(CC(C3)C1)C2)C1(C2)CC(C3)CC2CC3C1 OXOFOTRVVAMBDF-UHFFFAOYSA-N 0.000 claims 1
- BWSNJKVSHLWCQO-UHFFFAOYSA-N bis(1-adamantyl)-[[5-tert-butyl-2-[1,3,5,7-tetramethyl-8-(phosphanylmethyl)-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]phenyl]methyl]phosphane Chemical compound O1C2(C)CC(O3)(C)OC1(C)CC3(C)C2(CP)C1=CC=C(C(C)(C)C)C=C1CP(C12CC3CC(CC(C3)C1)C2)C1(C2)CC(C3)CC2CC3C1 BWSNJKVSHLWCQO-UHFFFAOYSA-N 0.000 claims 1
- 229910002091 carbon monoxide Inorganic materials 0.000 claims 1
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- 238000005810 carbonylation reaction Methods 0.000 claims 1
- 239000002131 composite material Substances 0.000 claims 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- GASSJTLSIVRDDT-UHFFFAOYSA-N ditert-butyl-[[2-(ditert-butylphosphanylmethyl)-4,5-dimethyl-3,6-diphenylphenyl]methyl]phosphane Chemical compound CC(C)(C)P(C(C)(C)C)CC=1C(CP(C(C)(C)C)C(C)(C)C)=C(C=2C=CC=CC=2)C(C)=C(C)C=1C1=CC=CC=C1 GASSJTLSIVRDDT-UHFFFAOYSA-N 0.000 claims 1
- XGTLLXBATZZBDJ-UHFFFAOYSA-N ditert-butyl-[[2-(ditert-butylphosphanylmethyl)-4,5-diphenylphenyl]methyl]phosphane Chemical compound C=1C=CC=CC=1C=1C=C(CP(C(C)(C)C)C(C)(C)C)C(CP(C(C)(C)C)C(C)(C)C)=CC=1C1=CC=CC=C1 XGTLLXBATZZBDJ-UHFFFAOYSA-N 0.000 claims 1
- FNVYFXOMLKSSFK-UHFFFAOYSA-N ditert-butyl-[[4,5-diphenyl-2-[1,3,5,7-tetramethyl-8-(phosphanylmethyl)-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]phenyl]methyl]phosphane Chemical compound C=1C=CC=CC=1C=1C=C(C2(CP)C3(C)CC4(OC(O3)(C)CC2(C)O4)C)C(CP(C(C)(C)C)C(C)(C)C)=CC=1C1=CC=CC=C1 FNVYFXOMLKSSFK-UHFFFAOYSA-N 0.000 claims 1
- MWGNUOVYRKMMRJ-UHFFFAOYSA-N ditert-butyl-[[4,5-ditert-butyl-2-(ditert-butylphosphanylmethyl)phenyl]methyl]phosphane Chemical compound CC(C)(C)P(C(C)(C)C)CC1=CC(C(C)(C)C)=C(C(C)(C)C)C=C1CP(C(C)(C)C)C(C)(C)C MWGNUOVYRKMMRJ-UHFFFAOYSA-N 0.000 claims 1
- CJRKTQKOGOVYTO-UHFFFAOYSA-N ditert-butyl-[[4-tert-butyl-2-(ditert-butylphosphanylmethyl)phenyl]methyl]phosphane Chemical compound CC(C)(C)P(C(C)(C)C)CC1=CC=C(C(C)(C)C)C=C1CP(C(C)(C)C)C(C)(C)C CJRKTQKOGOVYTO-UHFFFAOYSA-N 0.000 claims 1
- HBFGAXXFXLINQU-UHFFFAOYSA-N ditert-butyl-[[5-phenyl-2-[1,3,5,7-tetramethyl-8-(phosphanylmethyl)-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]phenyl]methyl]phosphane Chemical compound C=1C=C(C2(CP)C3(C)CC4(OC(O3)(C)CC2(C)O4)C)C(CP(C(C)(C)C)C(C)(C)C)=CC=1C1=CC=CC=C1 HBFGAXXFXLINQU-UHFFFAOYSA-N 0.000 claims 1
- YKLBAUXVBKHXAY-UHFFFAOYSA-N ditert-butyl-[[5-tert-butyl-2-[1,3,5,7-tetramethyl-8-(phosphanylmethyl)-2,4,6-trioxatricyclo[3.3.1.13,7]decan-8-yl]phenyl]methyl]phosphane Chemical compound CC(C)(C)P(C(C)(C)C)CC1=CC(C(C)(C)C)=CC=C1C1(CP)C(O2)(C)CC3(C)OC2(C)CC1(C)O3 YKLBAUXVBKHXAY-UHFFFAOYSA-N 0.000 claims 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 claims 1
- 125000000962 organic group Chemical group 0.000 claims 1
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- KXFSUVJPEQYUGN-UHFFFAOYSA-N trimethyl(phenyl)silane Chemical compound C[Si](C)(C)C1=CC=CC=C1 KXFSUVJPEQYUGN-UHFFFAOYSA-N 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
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| WO2007057640A1 (en) | 2005-11-17 | 2007-05-24 | Lucite International Uk Limited | Carbonylation of ethylenically unsaturated compounds |
| WO2008065448A1 (en) * | 2006-12-02 | 2008-06-05 | Lucite International Uk Limited | Novel carbonylation ligands and their use in the carbonylation of ethylenically unsaturated compounds |
| FR2950349B1 (fr) * | 2009-09-18 | 2011-08-26 | Rhodia Operations | Composes organophosphores, systemes catalytiques comprenant ces composes et procede d'hydrocyanation utilisant ces systemes catalytiques |
| US20120309613A1 (en) * | 2009-12-15 | 2012-12-06 | Lucite International Uk Limited | Carbonylation process |
| GB201000078D0 (en) | 2010-01-05 | 2010-02-17 | Lucite Int Uk Ltd | Process for the carbonylation of ethylenically unsaturated compounds, novel carbonylation ligands and catalyst systems incorporatng such ligands |
| EP3441384B1 (de) * | 2017-08-08 | 2019-12-25 | Evonik Operations GmbH | Methoxycarbonylierung mit ameisensäure und methanol |
| EP3441383B1 (de) * | 2017-08-08 | 2019-12-25 | Evonik Operations GmbH | Methoxycarbonylierung mit ameisensäure als co-quelle |
| CN115873221B (zh) * | 2021-12-17 | 2024-06-04 | 浙江新和成股份有限公司 | 一种含磷聚合物及其制备方法和应用 |
| CN116082157B (zh) * | 2023-01-18 | 2025-09-16 | 上海梓龄化工技术有限公司 | 一种烯属不饱和化合物烷氧羰基化反应制备有机羧酸酯的方法 |
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- 2007-11-27 WO PCT/GB2007/050717 patent/WO2008065448A1/en not_active Ceased
- 2007-11-27 BR BRPI0719344A patent/BRPI0719344B1/pt not_active IP Right Cessation
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