Novel olefin polymerization catalysts based on iron and cobalt

Britovsek, George J. P.; Gibson, Vernon C.; McTavish, Stuart J.; Solan, Gregory A.; White, Andrew J. P.; Williams, David J.; Kimberley, Brian S.; Maddox, Peter J.

doi:10.1039/a801933i

Cited by 1,074 publications

(758 citation statements)

References 6 publications

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“…Recently, aserieso fi minopyridyl-based ferrous and cobaltous complexes have obtained greatinterest due to their high activities for ethylene oligomerization and polymerization [1][2][3][4]. The catalytic performances have been greatly improved by introducing halogen atoms into ligands [5,6], and anew method for synthesis of halogen substituted bis(imino)pyridines hasbeen reported [7].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 1-(6-(1-(perfluorophenylimino)ethyl)pyridin-2-yl)ethanone, C15H9F5N2O

Xie¹,

Liao²

2007

Zeitschrift Für Kristallographie - New Crystal Structures

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C 15H 9 F 5 N 2 O,monoclinic, P 121 / c 1(no. 14), a =10.486(2) Å, b =10.510(2) Å, c =12.912(2) Å, Source of materialAsolution of 2,6-diacetylpyridine (0.41 g, 2.5 mmol),2,3,4,5,6-pentafluoroaniline (0.46 g, 2.5 mmol), Silica-Aluminacatalyst support(0.2 g) and 4Åmolecularsieve (1.0 g) in toluene (12 mL) wasstirred at30-40°Cfor 24 hours. Then the reaction mixture wasf iltered, and the moleculars ieve wasw ashed with toluene severaltimes. The toluene of combined filtrates wasremoved in vacuo. Anhydrous methanol(10 mL)wasadded to the residue. A yellow solid wasfiltered off to obtain the title compound in 68.8 % yield. Single crystals suitable for X-raymeasurements were obtained by crystallization from benzene. DiscussionRecently, aserieso fi minopyridyl-based ferrous and cobaltous complexes have obtained greatinterest due to their high activities for ethylene oligomerization and polymerization [1][2][3][4]. The catalytic performances have been greatly improved by introducing halogen atoms into ligands [5,6], and anew method for synthesis of halogen substituted bis(imino)pyridines hasbeen reported [7]. The title compound is in the E conformation. The N2-C7bond distancei s1 .270(3) Å,w hich is noticeably shorter thant he N2-C10 bond length of 1.404(3) Å,soitindicates thatatypical C = Ndouble bond hasf ormed between N2and C7atoms. The bond lengths of N1-C2(1.342(3) Å)and N1-C6(1.332(3) Å) are between the values for single bond and double bond. The dihedralangle betweenthe best planes of N1-C2-C3-C4-C5-C6 and C10-C11-C12-C13-C14-C15 is 63.32(6)°. The torsion angles of

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Section: Discussionmentioning

confidence: 99%

Crystal structure of 1-(6-(1-(perfluorophenylimino)ethyl)pyridin-2-yl)ethanone, C15H9F5N2O

Xie¹,

Liao²

2007

Zeitschrift Für Kristallographie - New Crystal Structures

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“…After removal of solvents, the residue was purified by flash chromatography to give 1.89 g (42%) of desired product as a yellow powder (SiO 2 , EtOAc-Hexane= 1:10). 1 …”

Section: Methodsmentioning

confidence: 99%

“…The residue was purified by flash chromatography (SiO 2 , EtOAcHexane = 1 : 2) to give a product as a yellow solid 13.8 g (yield=83%). 1 38 mmol) in 30 mL of THF was added over 30 min. The resulting orange-yellow suspension was stirred at temperature lower than -30 o C for 2.5 h and then hydrolyzed with saturated NH 4 Cl solution.…”

Section: Methodsmentioning

confidence: 99%

“…A new series of iron and cobalt complexes with bis (imino)pyridyl ligands were reported by Gibson, 1 Bennett from Dupont 2 and Brookhart, 3,4 which showed exceptionally high activity for the ethylene polymerization. Bulky bis (imino)pyridyl ligands have drawn considerable interest because they showed the potential advantages of modulating steric and electronic properties by varying the amine or aniline used in the ligand synthesis.…”

Section: Introductionmentioning

confidence: 99%

“…After filtration the yellow solid was washed with cold ethanol and dried in a vacuum oven at 50 o C overnight to give 3.77 g (58%) of desired product as a white powder. 1 Synthesis of Catalyst Precursors. 2,3 The ligand (1.1 eq.)…”

Section: N-((e)-1-{4-(allyloxy)-6-[(1e)-n-(26-dimethylphenyl) Ethanimentioning

confidence: 99%

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Allyloxy- and benzyloxy-substituted pyridine-bis-imine iron(II) and cobalt(II) complexes for ethylene polymerization

et al. 2005

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A series of ethylene polymerization catalysts based on tridentate bis-imine ligands coordinated to iron and cobalt was reported. The ligands were prepared through the condensation of sterically bulky anilines with allyloxy-and benzyloxy-substituted 2,6-acetylpyridines. The pre-catalyst complexes were penta-coordinate species of the general formula {[(ArN=C(Me)) 2 (4-RO-C 5 H 3 N)]MCl 2 } (Ar=ortho dialkyl-substituted aryl ring; R=allyl, benzyl; M=Fe, Co). In the presence of ethylene and methyl alumoxane cocatalysts, these complexes were active for the polymerization of ethylene, with activities lower than those of metal complexes of the general formula {[(2-ArN= C(Me)) 2 C 5 H 3 N]MCl 2 } (Ar=ortho dialkyl-substituted aryl ring; M=Co, Fe), containing no substituents in 2,6-acetylpyridine ring. The effects of the catalyst structure and temperature on the polymerization activity, thermal properties, and molecular weight were discussed.

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A new iron-based catalyst for ethylene polymerization

Qiu

2000

Polym. Int.

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Novel olefin polymerization catalysts based on iron and cobalt

Cited by 1,074 publications

References 6 publications

Crystal structure of 1-(6-(1-(perfluorophenylimino)ethyl)pyridin-2-yl)ethanone, C15H9F5N2O

Crystal structure of 1-(6-(1-(perfluorophenylimino)ethyl)pyridin-2-yl)ethanone, C15H9F5N2O

Allyloxy- and benzyloxy-substituted pyridine-bis-imine iron(II) and cobalt(II) complexes for ethylene polymerization

A new iron-based catalyst for ethylene polymerization

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