Distinctive Stereochemically Linked Cooperative Effects in Bimetallic Titanium Olefin Polymerization Catalysts
Abstract
The complex (μ-Me2C-3,3'){(η5-cyclopentadienyl)[1-Me2Si-(tBuN)](TiMe2)}2 (3) was prepared as a new binuclear catalyst motif for homogeneous olefin polymerization. Complex 3 exists as rac-3 and meso-3 diastereomers, which can be separated and characterized by solution NMR spectroscopy and single-crystal X-ray diffraction. While meso-3 has high thermal stability, rac-3 undergoes thermolysis in solution to quantitatively form the dimeric methylidene complex (μ-Me2C-3,3'){(η5-cyclopentadienyl)[1-Me2Si(tBuN)][(μ-CH2)Ti]}2 (rac-4). Activation of rac-3 and meso-3 with 1 equiv of Ph3C+B(C6F5)4– yields [(μ-CMe2-3,3'){(η5-cyclopentadienyl)[1-Me2Si(tBuN)]}2(μ-CH2)(μ-CH3)Ti2]+B(C6F5)4– (5; rac-5 and meso-5, respectively). Interestingly, meso-5 is stable in the presence of an additional 1 equiv of Ph3C+B(C6F5)4–, while rac-5 reacts to yield rac-[(μ-CMe2-3,3'){(η5-cyclopentadienyl)[1-Me2Si(tBuN)]}2(μ-CH2)[(TiCH3)(Ti-η1-Ph3C)]2+[B(C6F5)4–]2 (rac-6) as indicated by multinuclear NMR spectroscopy and DFT computation. meso-3 reacts with 2 equiv of B(C6F5)3 to yield meso-[(μ-CMe2-3,3'){(η5-cyclopentadienyl)[1-Me2Si(tBuN)]}2(μ-CH2)(μ-CH3)Ti2]+MeB(C6F5)3– (meso-7) containing the same meso-5 cation but with a MeB(C6F5)3–counteranion. These findings, along with catalytic results, indicate that rac-3 and meso-3 remain structurally intact during polymerization, consistent with the observed diastereoselectivity effects. Under identical ethylene/1-octene copolymerization conditions, only activated bimetallic rac-3 produces appreciable polymer, with meso-3 exhibiting low activity, but both yield polymer with a branch density >2× that of the monometallic control [(3-tBu-C5H3)SiMe2NtBu]TiMe2 (Ti1). In ethylene/styrene copolymerizations, rac-3 produces polymers with 3.1× higher Mn and 2.1× greater styrene incorporation versus Ti1, while meso-3 catalyzesmore »
- Authors:
-
[1];
[1];
[1]
- Northwestern Univ., Evanston, IL (United States). Dept. of Chemistry
- Univ. di Roma, Roma (Italy). Dipartimento di Scienze Chimiche
- Publication Date:
- Research Org.:
- Argonne National Lab. (ANL), Argonne, IL (United States); Northwestern Univ., Evanston, IL (United States)
- Sponsoring Org.:
- National Science Foundation (NSF); USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1467593
- Alternate Identifier(s):
- OSTI ID: 1871003
- Grant/Contract Number:
- AC02-06CH11357; FG02-03ER154757; CHE-1464488; FG02-03ER15457
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Organometallics
- Additional Journal Information:
- Journal Volume: 36; Journal Issue: 22; Journal ID: ISSN 0276-7333
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 36 MATERIALS SCIENCE
Citation Formats
Liu, Shaofeng, Invergo, Anna M., McInnis, Jennifer P., Mouat, Aidan R., Motta, Alessandro, Lohr, Tracy L., Delferro, Massimiliano, and Marks, Tobin J.. Distinctive Stereochemically Linked Cooperative Effects in Bimetallic Titanium Olefin Polymerization Catalysts. United States: N. p., 2017.
Web. doi:10.1021/acs.organomet.7b00641.
Liu, Shaofeng, Invergo, Anna M., McInnis, Jennifer P., Mouat, Aidan R., Motta, Alessandro, Lohr, Tracy L., Delferro, Massimiliano, & Marks, Tobin J.. Distinctive Stereochemically Linked Cooperative Effects in Bimetallic Titanium Olefin Polymerization Catalysts. United States. https://doi.org/10.1021/acs.organomet.7b00641
Liu, Shaofeng, Invergo, Anna M., McInnis, Jennifer P., Mouat, Aidan R., Motta, Alessandro, Lohr, Tracy L., Delferro, Massimiliano, and Marks, Tobin J.. Tue .
"Distinctive Stereochemically Linked Cooperative Effects in Bimetallic Titanium Olefin Polymerization Catalysts". United States. https://doi.org/10.1021/acs.organomet.7b00641. https://www.osti.gov/servlets/purl/1467593.
@article{osti_1467593,
title = {Distinctive Stereochemically Linked Cooperative Effects in Bimetallic Titanium Olefin Polymerization Catalysts},
author = {Liu, Shaofeng and Invergo, Anna M. and McInnis, Jennifer P. and Mouat, Aidan R. and Motta, Alessandro and Lohr, Tracy L. and Delferro, Massimiliano and Marks, Tobin J.},
abstractNote = {The complex (μ-Me2C-3,3'){(η5-cyclopentadienyl)[1-Me2Si-(tBuN)](TiMe2)}2 (3) was prepared as a new binuclear catalyst motif for homogeneous olefin polymerization. Complex 3 exists as rac-3 and meso-3 diastereomers, which can be separated and characterized by solution NMR spectroscopy and single-crystal X-ray diffraction. While meso-3 has high thermal stability, rac-3 undergoes thermolysis in solution to quantitatively form the dimeric methylidene complex (μ-Me2C-3,3'){(η5-cyclopentadienyl)[1-Me2Si(tBuN)][(μ-CH2)Ti]}2 (rac-4). Activation of rac-3 and meso-3 with 1 equiv of Ph3C+B(C6F5)4– yields [(μ-CMe2-3,3'){(η5-cyclopentadienyl)[1-Me2Si(tBuN)]}2(μ-CH2)(μ-CH3)Ti2]+B(C6F5)4– (5; rac-5 and meso-5, respectively). Interestingly, meso-5 is stable in the presence of an additional 1 equiv of Ph3C+B(C6F5)4–, while rac-5 reacts to yield rac-[(μ-CMe2-3,3'){(η5-cyclopentadienyl)[1-Me2Si(tBuN)]}2(μ-CH2)[(TiCH3)(Ti-η1-Ph3C)]2+[B(C6F5)4–]2 (rac-6) as indicated by multinuclear NMR spectroscopy and DFT computation. meso-3 reacts with 2 equiv of B(C6F5)3 to yield meso-[(μ-CMe2-3,3'){(η5-cyclopentadienyl)[1-Me2Si(tBuN)]}2(μ-CH2)(μ-CH3)Ti2]+MeB(C6F5)3– (meso-7) containing the same meso-5 cation but with a MeB(C6F5)3–counteranion. These findings, along with catalytic results, indicate that rac-3 and meso-3 remain structurally intact during polymerization, consistent with the observed diastereoselectivity effects. Under identical ethylene/1-octene copolymerization conditions, only activated bimetallic rac-3 produces appreciable polymer, with meso-3 exhibiting low activity, but both yield polymer with a branch density >2× that of the monometallic control [(3-tBu-C5H3)SiMe2NtBu]TiMe2 (Ti1). In ethylene/styrene copolymerizations, rac-3 produces polymers with 3.1× higher Mn and 2.1× greater styrene incorporation versus Ti1, while meso-3 catalyzes only ethylene-free styrene homopolymerization. In 1-octene homopolymerizations, meso-3 + B(C6F5)3 (i.e., meso-7) produces highly isotactic poly-1-octene (mmmm 91.7%), while rac-3 + Ph3C+B(C6F5)4– (i.e., rac-5), rac-3 + B(C6F5)3 (i.e., rac-7), and meso-3 + Ph3C+B(C6F5)4– (i.e., meso-5) produce only atactic poly-1-octene. These bimetallic polymerization catalysts exhibit distinctive cooperative effects influencing product Mn, tacticity, and comonomer selection, demonstrating that binuclear catalyst stereochemical factors are significant.},
doi = {10.1021/acs.organomet.7b00641},
journal = {Organometallics},
number = 22,
volume = 36,
place = {United States},
year = {2017},
month = {11}
}
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Works referencing / citing this record:
Synthesis of pyrrole‐bridged constrained geometry complexes and their application for olefin polymerization
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Chromium complexes supported by the bidentate PN ligands: synthesis, characterization and application for ethylene polymerization
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Synthesis of poly(α-olefins) containing rare short-chain branches by dinuclear Ni-based catalysts
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