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Volumn 131, Issue 35, 2009, Pages 12613-12622

Mechanistic insights on the copolymerization of polar vinyl monomers with neutral Ni(II) catalysts

Author keywords

[No Author keywords available]

Indexed keywords

AB INITIO CALCULATIONS; ACETATE SPECIES; ALKYL COMPLEXES; ALKYL MOIETY; CARBON BOND; DECOMPOSITION PRODUCTS; FUNCTIONALIZED; GRADIENT-CORRECTED; HYDRIDE SPECIES; INSERTION PRODUCTS; LOW TEMPERATURES; METHYL ACRYLATES; MODEL COMPOUND; NI COMPLEXES; NMR DATA; NMR SPECTROSCOPY; RAPID DECOMPOSITION; REACTION MEDIUM; SPECTROSCOPIC MONITORING; TRACE AMOUNTS; VINYL ACETATES; VINYL MONOMERS;

EID: 69849097503     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja901360b     Document Type: Article
Times cited : (76)

References (90)
  • 13
    • 0034683057 scopus 로고    scopus 로고
    • Related stoichiometric studies of acrylate insertion in Pd(II) complexes
    • Related stoichiometric studies of acrylate insertion in Pd(II) complexes: (a) Braunstein, P.; Frison, C.; Morise, X. Angew. Chem., Int. Ed. 2000, 39, 2867-9870.
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 2867-9870
    • Braunstein, P.1    Frison, C.2    Morise, X.3
  • 49
    • 0009910594 scopus 로고    scopus 로고
    • Cornils, B., Herrmann, W. A., Eds.; Wiley-VCH, Weinheim
    • (c) Vogt, D. In Aqueous-Phase Organometallic Chemistry; Cornils, B., Herrmann, W. A., Eds.; Wiley-VCH, Weinheim, 1998; pp 541-547.
    • (1998) Aqueous-Phase Organometallic Chemistry , pp. 541-547
    • Vogt, D.1
  • 54
    • 0033579145 scopus 로고    scopus 로고
    • Stability of Ni(II) and Pd(II) cationic diimine alkyl complexes toward water see Supporting Information
    • Stability of Ni(II) and Pd(II) cationic diimine alkyl complexes toward water: (a) Svejda, S. A.; Johnson, L. K.; Brookhart, M. J. Am. Chem. Soc. 1999, 121, 10634-10635, see Supporting Information.
    • (1999) J. Am. Chem. Soc. , vol.121 , pp. 10634-10635
    • Svejda, S.A.1    Johnson, L.K.2    Brookhart, M.3
  • 56
    • 33748799130 scopus 로고    scopus 로고
    • Of neutral phosphinosulfonate Pd(II) complexes
    • (c) Berkefeld, A.; Mecking, S. Angew. Chem., Int. Ed. 2006, 45, 6044-6046, Of neutral phosphinosulfonate Pd(II) complexes.
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 6044-6046
    • Berkefeld, A.1    Mecking, S.2
  • 58
    • 69849104571 scopus 로고    scopus 로고
    • Reports of ethylene-acrylate and -methacrylate copolymerizations Johnson, L. K.; Bennett, A. M. A.; Dobbs, K. D.; Ionkin, A. S.; Ittel, S. D.; Wang, Y.; Radzewich, C. E.; Wang, L. WO 01/92347
    • Reports of ethylene-acrylate and -methacrylate copolymerizations: (a) Johnson, L. K.; Bennett, A. M. A.; Dobbs, K. D.; Ionkin, A. S.; Ittel, S. D.; Wang, Y.; Radzewich, C. E.; Wang, L. WO 01/92347, 2001.
    • (2001)
  • 59
    • 0035823779 scopus 로고    scopus 로고
    • Incorporation of MMA exclusively as end groups in enolate-terminated polyethylenes was observed in this work
    • (b) Gibson, V. C.; Tomov, A. Chem Commun. 2001, 1964-1965, Incorporation of MMA exclusively as end groups in enolate-terminated polyethylenes was observed in this work.
    • (2001) Chem Commun. , pp. 1964-1965
    • Gibson, V.C.1    Tomov, A.2
  • 62
  • 67
    • 69849088614 scopus 로고    scopus 로고
    • note
    • 2 solution did not show this behavior. However, no differences were observed concerning the formation and decomposition of organometallic products.
  • 68
    • 69849100072 scopus 로고    scopus 로고
    • note
    • H-H = 7.4 Hz), the rate of isomerization is expected to be slow enough to be observed by NMR spectroscopy. However, no characteristic resonances attributable to an Ni(II) enolate species were observed in the NMR spectra, suggesting that isomerization either does not occur, or that the equilibrium concentration of the O-bound isomer is too small to be detected.
  • 69
    • 69849098757 scopus 로고    scopus 로고
    • note
    • 1H couplings (ROEs).
  • 70
    • 69849084445 scopus 로고    scopus 로고
    • 1-C(O)-bound complexes was not observed for MA
    • 2C=CHC(O)OMe)], low-field NMR signals at 178.2, 177.0, and 174.1 ppm were assigned to C(O)OMe and N=C-C=N [6, 33] and Brookhart, M.; Johnson, L. K.; Killian, C. M.; Wang, L.; Yang, Z.-Y. US Pat. 5880323, 1999 (example 395).
    • (1999)
    • Brookhart, M.1    Johnson, L.K.2    Killian, C.M.3    Wang, L.4    Yang, Z.-Y.5
  • 71
    • 69849104895 scopus 로고    scopus 로고
    • note
    • C-P) 7 Hz).
  • 72
    • 69849096530 scopus 로고    scopus 로고
    • note
    • 3 groups (see the Experimental Section for details).
  • 73
    • 69849104570 scopus 로고
    • Terpolymerization of CO, ethylene, and VA with an in situ formed cationic Pd(II) catalyst system based on bidentate phosphorus ligands afforded an alternating CO-olefin (olefin = ethylene, VA) copolymer with a VA incorporation of up to 1.5 mol %. No adjacent ethylene and VA units were observed: EP 0251373 B1
    • Terpolymerization of CO, ethylene, and VA with an in situ formed cationic Pd(II) catalyst system based on bidentate phosphorus ligands afforded an alternating CO-olefin (olefin = ethylene, VA) copolymer with a VA incorporation of up to 1.5 mol %. No adjacent ethylene and VA units were observed: Drent, E. EP 0251373 B1, 1992.
    • (1992)
    • Drent, E.1
  • 74
    • 69849088135 scopus 로고    scopus 로고
    • note
    • 3)].
  • 75
    • 69849098225 scopus 로고    scopus 로고
    • note
    • 31P NMR resonances could be assigned.
  • 76
    • 69849109336 scopus 로고    scopus 로고
    • note
    • global-local ≈ 1:400.
  • 77
    • 69849089483 scopus 로고    scopus 로고
    • note
    • FOA yielded 1,1-dihydro-pentadecafluorooctyl propanoate as the ultimate product.
  • 78
    • 69849108132 scopus 로고    scopus 로고
    • note
    • 15b
  • 79
    • 69849109153 scopus 로고    scopus 로고
    • note
    • H ≈ 0.3. No scrambling was observed under these conditions.
  • 80
    • 69849087431 scopus 로고    scopus 로고
    • note
    • -1. According to these kinetic data, the relative reactivity of MA and ethylene toward 1 differs by an order of magnitude which is in agreement with the observed ratio of insertion products 4 and 7 of 9:1.
  • 81
    • 27744489014 scopus 로고    scopus 로고
    • 2Ni]•3dmso. The quality of the structure calculation from the diffraction data suffered from the severe disorder of one of the three solvent molecules in the crystal latice, which could not be resolved. Notably, the coordination sphere around Ni(II) was found to be strongly distorted. Bischelate complexes have been commonly observed as one ultimate nickel-containing product from decomposition of neutral Ni(II) alkyl species, see reference [10l]
    • 2Ni]•3dmso. The quality of the structure calculation from the diffraction data suffered from the severe disorder of one of the three solvent molecules in the crystal latice, which could not be resolved. Notably, the coordination sphere around Ni(II) was found to be strongly distorted. Bischelate complexes have been commonly observed as one ultimate nickel-containing product from decomposition of neutral Ni(II) alkyl species, see reference [10l] Hristov, I. H.; DeKock, R. L.; Anderson, G. D. W.; Göttker-Schnetmann, I.; Mecking, S.; Ziegler, T. Inorg. Chem. 2005, 44, 7806-7818.
    • (2005) Inorg. Chem. , vol.44 , pp. 7806-7818
    • Hristov, I.H.1    Dekock, R.L.2    Anderson, G.D.W.3    Göttker-Schnetmann, I.4    Mecking, S.5    Ziegler, T.6
  • 82
    • 69849084101 scopus 로고    scopus 로고
    • note
    • 1H NMR resonances of butenes and propene within experimental accuracy, exclusively by 3.
  • 86
    • 11344285812 scopus 로고    scopus 로고
    • Schrödinger, LLC: Portland, OR
    • Jaguar 5.5; Schrödinger, LLC: Portland, OR, 2003.
    • (2003) Jaguar 5.5
  • 87
    • 20544441922 scopus 로고    scopus 로고
    • Hypercube, Inc.: Gainsville, FL
    • Hyperchem (Version 5); Hypercube, Inc.: Gainsville, FL.
    • Hyperchem (Version 5)


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