Highly Efficient and Thermal Robust Cobalt Complexes for 1,3-Butadiene Polymerization

Liang Fang; Wen-Peng Zhao; Chun-Yu Zhang; Xue-Quan Zhang; Xian-De Shen; Heng Liu; Toyoji Kakuchi

doi:10.1007/s10118-022-2758-5

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Highly Efficient and Thermal Robust Cobalt Complexes for 1,3-Butadiene Polymerization

RESEARCH ARTICLE | Updated：2022-10-25

- Highly Efficient and Thermal Robust Cobalt Complexes for 1,3-Butadiene Polymerization
- Highly Efficient and Thermal Robust Cobalt Complexes for 1,3-Butadiene Polymerization
- 高分子科学（英文版） 2022年40卷第11期页码：1369-1379
- Affiliations：
  
  a.Research Center for Polymer Materials, School of Materials Science and Engineering, Changchun University of Science and Technology, Jilin 130022, China
  b.Key Laboratory of Rubber-Plastics, Ministry of Education/Shandong Provincial Key Laboratory of Rubber-Plastics, Qingdao University of Science & Technology, Qingdao 266061, China
  c.Division of Applied Chemistry, Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628, Japan
- Author bio：
  
  shenxiande@cust.edu.cn (X.D.S.)
  hengliu@qust.edu.cn (H.L.)
  kakuchi@eng.hokudai.ac.jp (T.K.)
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. U1862206 and 21801236).;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-022-2758-5.
- DOI：10.1007/s10118-022-2758-5
  中图分类号：
- 收稿：2022-03-03，
  
  修回：2022-4-8，
  
  录用：2022-4-9，
  
  网络首发：2022-07-20，
  
  纸质出版：2022-11-01
- Accepted：
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Fang, L.; Zhao, W. P.; Zhang, C. Y.; Zhang, X. Q.; Shen, X. D.; Liu, H.; Kakuchi, T. Highly efficient and thermal robust cobalt complexes for 1,3-butadiene polymerization. Chinese J. Polym. Sci. 2022, 40, 1369–1379

Liang Fang, Wen-Peng Zhao, Chun-Yu Zhang, et al. Highly Efficient and Thermal Robust Cobalt Complexes for 1,3-Butadiene Polymerization[J]. Chinese Journal of Polymer Science, 2022, 40(11): 1369-1379.
Fang, L.; Zhao, W. P.; Zhang, C. Y.; Zhang, X. Q.; Shen, X. D.; Liu, H.; Kakuchi, T. Highly efficient and thermal robust cobalt complexes for 1,3-butadiene polymerization. Chinese J. Polym. Sci. 2022, 40, 1369–1379 DOI： 10.1007/s10118-022-2758-5.

Liang Fang, Wen-Peng Zhao, Chun-Yu Zhang, et al. Highly Efficient and Thermal Robust Cobalt Complexes for 1,3-Butadiene Polymerization[J]. Chinese Journal of Polymer Science, 2022, 40(11): 1369-1379. DOI： 10.1007/s10118-022-2758-5.

摘要

A family of highly bulky bis(salicylaldiminate) Co(II) complexes bearing cavity-like conformations are disclosed. The cobalt center is well protected by the bulky ligand. Ultra-high catalytic efficiency can be revealed at extreme low catalyst concentrations. Thermostabilities of the active species

that give quite high polymer yields at temperature up to 120 °C.

Abstract

A family of highly bulky bis(salicylaldiminate) Co(II) complexes bearing cavity-like conformations are disclosed herein. Due to their unique bulky nature around the cobalt atoms that are reflected from space-filling models and the buried volume percentages

obviously longer bond distances of Co―N and Co―O are revealed from those complexes. Moreover

because of these well-protected active species

the cobalt complexes are able to catalyze 1

3-butadiene polymerization in high yields at extreme low catalyst concentrations

revealing a ultra high catalytic efficiency. At a ratio of 50000

all the complexes can afford polybutadiene with yields higher than 90%. Furthermore

the highly steric bulkiness of the ligand can also significantly enhance the thermostability of the active species. At temperature of 80−120 °C

the complexes are able to successfully maintain high activities

giving polymer yields up to 90%.

关键词

Keywords

references

Guan, Z.; Popeney, C . Recent progress in late transition metal α -diimine catalysts for olefin polymerization . Top. Organomet. Chem. , 2009 . 26 179 - 220 . .

Chen, C . Designing catalysts for olefin polymerization and copolymerization: beyond electronic and steric tuning . Nat. Rev. Chem. , 2018 . 2 6 - 14 . DOI: 10.1038/s41570-018-0003-0 http://doi.org/10.1038/s41570-018-0003-0 .

Liang, T.; Goudari, S. B.; Chen, C . A simple and versatile nickel platform for the generation of branched high molecular weight polyolefins . Nat. Commun. , 2020 . 11 372 DOI: 10.1038/s41467-019-14211-0 http://doi.org/10.1038/s41467-019-14211-0 .

Chen, M.; Chen, C . Direct and tandem routes for the copolymerization of ethylene with polar functionalized internal olefins . Angew. Chem. Int. Ed. , 2020 . 59 1206 - 1210 . DOI: 10.1002/anie.201913088 http://doi.org/10.1002/anie.201913088 .

Dai, S.; Chen, C . Direct synthesis of functionalized high-molecular-weight polyethylene by copolymerization of ethylene with polar monomers . Angew. Chem. Int. Ed. , 2016 . 55 13281 - 13285 . DOI: 10.1002/anie.201607152 http://doi.org/10.1002/anie.201607152 .

Jian, Z.; Falivene, L.; Boffa, G.; Sánchez, S . O.; Caporaso, L.; Grassi, A.; Mecking, S. Direct synthesis of telechelic polyethylene by selective insertion polymerization . Angew. Chem. Int. Ed. , 2016 . 55 14378 - 14383 . DOI: 10.1002/anie.201607754 http://doi.org/10.1002/anie.201607754 .

Hu, X.; Kang, X.; Zhang, Y.; Jian, Z . Facile access to polar-functionalized ultrahigh molecular weight polyethylene at ambient conditions . CCS Chem. , 2021 . 3 2598 - 1612 . .

Wang, C.; Zhang, Y.; Mu, H.; Jian, Z . Systematic studies on dibenzhydryl and pentiptycenyl substituted pyridine-imine nickel(II) mediated ethylene polymerization . Dalton Trans. , 2020 . 49 4824 - 4833 . DOI: 10.1039/D0DT00505C http://doi.org/10.1039/D0DT00505C .

Suo, H.; Solan, G. A.; Ma, Y.; Sun, W. H . Developments in compartmentalized bimetallic transition metal ethylene polymerization catalysts . Coord. Chem. Rev. , 2018 . 372 101 - 116 . DOI: 10.1016/j.ccr.2018.06.006 http://doi.org/10.1016/j.ccr.2018.06.006 .

Wang, Z.; Solan, G. A.; Zhang, W.; Sun, W. H . Carbocyclic-fused N , N , N -pincer ligands as ring-strain adjustable supports for iron and cobalt catalysts in ethylene oligo-/polymerization . Coord. Chem. Rev. , 2018 . 363 92 - 108 . DOI: 10.1016/j.ccr.2018.02.016 http://doi.org/10.1016/j.ccr.2018.02.016 .

Ma, J.; Feng, C.; Wang, S.; Zhao, K. Q.; Sun, W. H.; Redshaw, C.; Solan, G. A . Bi- and tri-dentate imino-based iron and cobalt pre-catalysts for ethylene oligo-/polymerization . Inorg. Chem. Front. , 2014 . 1 14 - 34 . DOI: 10.1039/C3QI00028A http://doi.org/10.1039/C3QI00028A .

Cheng, H.; Wang, H.; Li, Y.; Hu, Y.; Zhang, X.; Cai, Z . Structurally simple dinuclear nickel catalyzed olefin copolymerization with polar monomers . J. Catal. , 2018 . 368 291 - 297 . DOI: 10.1016/j.jcat.2018.10.021 http://doi.org/10.1016/j.jcat.2018.10.021 .

Li, Y.; Cheng, H.; Xiao, R.; Cai, Z . Rational design of nickel catalysts containing N -acylated imidazolin-2-imine ligand for ethylene copolymerization with polar monomer . J. Catal. , 2020 . 383 117 - 123 . DOI: 10.1016/j.jcat.2020.01.009 http://doi.org/10.1016/j.jcat.2020.01.009 .

Fu, X.; Zhang, L.; Tanaka, R.; Shiono, T.; Cai, Z . Highly robust nickel catalysts containing anilinonaphthoquinone ligand for copolymerization of ethylene and polar monomers . Macromolecules , 2017 . 50 9216 - 9221 . DOI: 10.1021/acs.macromol.7b01947 http://doi.org/10.1021/acs.macromol.7b01947 .

Li, M.; Shu, X.; Cai, Z.; Eisen, M. S . Synthesis, structures, and norbornene polymerization behavior of neutral nickel(II) and palladium(II) complexes bearing aryloxide imidazolidin-2-imine ligands . Organometallics , 2018 . 37 1172 - 1180 . DOI: 10.1021/acs.organomet.8b00059 http://doi.org/10.1021/acs.organomet.8b00059 .

Zhong, L.; Zheng, H.; Du, C.; Du, W.; Liao, G.; Cheung, C. S.; Gao, H . Thermally robust α -diimine nickel and palladium catalysts with constrained space for ethylene (co)polymerizations . J. Catal. , 2020 . 384 208 - 217 . DOI: 10.1016/j.jcat.2020.02.022 http://doi.org/10.1016/j.jcat.2020.02.022 .

Zhong, S.; Tan, Y.; Zhong, L.; Gao, J.; Liao, H.; Jiang, L.; Gao, H.; Wu, Q . Precision synthesis of ethylene and polar monomer copolymers by palladium-catalyzed living coordination copolymerization . Macromolecules , 2017 . 50 5661 - 5669 . DOI: 10.1021/acs.macromol.7b01132 http://doi.org/10.1021/acs.macromol.7b01132 .

Guo, L.; Gao, H.; Guan, Q.; Hu, H.; Deng, J.; Liu, J.; Liu, F.; Wu, Q . Substituent effects of the backbone in α -diimine palladium catalysts on homo- and copolymerization of ethylene with methyl acrylate . Organometallics , 2012 . 31 6054 - 6062 . DOI: 10.1021/om300380b http://doi.org/10.1021/om300380b .

Ying, W.; Pan, W.; Gan, Q.; Jia, X.; Grassi, A.; Gong, D . Preparation and property investigation of chain end functionalized cis -1,4 polybutadienes via de-polymerization and cross metathesis of cis- 1,4 polybutadienes . Poly. Chem. , 2019 . 10 3525 - 3534 . DOI: 10.1039/C9PY00485H http://doi.org/10.1039/C9PY00485H .

Liang, S.; Zhang, H.; Cong, R.; Liu, H.; Wang, F.; Hu, Y.; Zhang, X . In-chain functionalized syndiotactic 1,2-polybutadiene by a Ziegler-Natta iron(III) catalytic system . RSC Adv. , 2019 . 9 33465 - 33471 . DOI: 10.1039/C9RA06499K http://doi.org/10.1039/C9RA06499K .

Li, G.; Xu, G.; Ge, Y.; Dai, S . Synthesis of fluorinated polyethylene of different topologies via insertion polymerization with semifluorinated acrylates . Poly. Chem. , 2020 . 11 6335 - 6342 . DOI: 10.1039/D0PY00993H http://doi.org/10.1039/D0PY00993H .

Dai, S.; Li, G.; Lu, W.; Liao, Y.; Fan, W . Suppression of chain transfer via a restricted rotation effect of dibenzosuberyl substituents in polymerization catalysis . Polym. Chem. , 2021 . 12 3240 - 3249 . DOI: 10.1039/D1PY00333J http://doi.org/10.1039/D1PY00333J .

Lu, Z.; Chang, G.; Wang, H.; Jing, K.; Dai, S . A dual steric enhancement strategy in α -diimine nickel and palladium catalysts for ethylene polymerization and copolymerization . Organometallics , 2022 . 41 124 - 132 . DOI: 10.1021/acs.organomet.1c00568 http://doi.org/10.1021/acs.organomet.1c00568 .

Na, Y.; Dai, S.; Chen, C . Direct synthesis of polar-functionalized linear low-density polyethylene (LLDPE) and low-density polyethylene (LDPE) . Macromolecules , 2018 . 51 4040 - 4048 . DOI: 10.1021/acs.macromol.8b00467 http://doi.org/10.1021/acs.macromol.8b00467 .

Lian, K.; Zhu, Y.; Li, W.; Dai, S.; Chen, C . Direct synthesis of thermoplastic polyolefin elastomers from nickel-catalyzed ethylene polymerization . Macromolecules , 2017 . 50 6074 - 6080 . DOI: 10.1021/acs.macromol.7b01087 http://doi.org/10.1021/acs.macromol.7b01087 .

Ricci, G.; Pampaloni, G.; Sommazzi, A.; Masi, F . Dienes polymerization: where we are and what lies ahead . Macromolecules , 2021 . 54 5879 - 5941 . DOI: 10.1021/acs.macromol.1c00004 http://doi.org/10.1021/acs.macromol.1c00004 .

Ricci, G.; Sommazzi, A.; Masi, F.; Ricci, M.; Boglia, A.; Leone, G . Well-defined transition metal complexes with phosphorus and nitrogen ligands for 1,3-dienes polymerization . Coord. Chem. Rev. , 2010 . 254 661 - 676 . DOI: 10.1016/j.ccr.2009.09.023 http://doi.org/10.1016/j.ccr.2009.09.023 .

Gong, D.; Wang, B.; Bai, C.; Bi, J.; Wang, F.; Dong, W.; Zhang, X.; Jiang, L . Metal dependent control of cis -/ trans -1,4 regioselectivity in 1,3-butadiene polymerization catalyzed by transition metal complexes supported by 2,6-bis[1-(iminophenyl)ethyl]pyridine . Polymer , 2009 . 50 6259 - 6264 . DOI: 10.1016/j.polymer.2009.10.054 http://doi.org/10.1016/j.polymer.2009.10.054 .

Pan, W.; Chen, H.; Mu, J.; Li, W.; Jiang, F.; Weng, G.; Hu, Y.; Gong, D.; Zhang, X . Synthesis of high crystalline syndiotactic 1,2-polybutadienes and study on their reinforcing effect on cis -1,4 polybutadiene . Polymer , 2017 . 111 20 - 26 . DOI: 10.1016/j.polymer.2017.01.022 http://doi.org/10.1016/j.polymer.2017.01.022 .

Gong, D.; Dong, W.; Hu, Y.; Bi, J.; Zhang, X.; Jiang, L . Syndiotactically enriched 1,2-selective polymerization of 1,3-butadiene initiated by iron catalysts based on a new class of donors . Polymer , 2009 . 50 5980 - 5986 . DOI: 10.1016/j.polymer.2009.10.060 http://doi.org/10.1016/j.polymer.2009.10.060 .

Liu, H.; Jia, X.; Wang, F.; Dai, Q.; Wang, B.; Bi, J.; Zhang, C.; Zhao, L.; Bai, C.; Hu, Y.; Zhang, X . Synthesis of bis( N -arylcarboximidoylchloride)pyridine cobalt(II) complexes and their catalytic behavior for 1,3-butadiene polymerization . Dalton Trans. , 2013 . 42 13723 - 13732 . DOI: 10.1039/c3dt51403j http://doi.org/10.1039/c3dt51403j .

Liu, H.; Yang, S. Z.; Wang, F.; Bai, C. X.; Hu, Y. M.; Zhang, X. Q . Polymerization of 1,3-butadiene catalyzed by cobalt(II) and nickel(II) complexes bearing pyridine-2-imidate ligands . Chinese J. Polym. Sci. , 2016 . 34 1060 - 1069 . DOI: 10.1007/s10118-016-1825-1 http://doi.org/10.1007/s10118-016-1825-1 .

Fang, L.; Zhao, W. P.; Han, C.; Zhan, C. Y.; Liu, H.; Hu, Y. M.; Zhang, X. Q . 1,3-Butadiene polymerizations catalyzed by cobalt and iron dichloride complexes bearing pyrazolylimine ligands . Chinese J. Polym. Sci. , 2019 . 37 462 - 470 . DOI: 10.1007/s10118-019-2198-z http://doi.org/10.1007/s10118-019-2198-z .

Nath, D. C . D.; Shiono, T.; Ikeda, T. Additive effect of triphenylphosphine on the living polymerization of 1,3-butadiene with a cobalt dichloride-methylaluminoxane catalytic system . Macromol. Chem. Phys. , 2003 . 204 2017 - 2022 . DOI: 10.1002/macp.200350052 http://doi.org/10.1002/macp.200350052 .

Nath, D. C . D.; Shiono, T.; Ikeda, T. Copolymerization of 1,3-butadiene and isoprene with cobalt dichloride/methylaluminoxane in the presence of triphenylphosphine . J. Polym. Sci., Part A: Polym. Chem. , 2002 . 40 3086 - 3092 . DOI: 10.1002/pola.10395 http://doi.org/10.1002/pola.10395 .

Deb Nath, D . C.; Shiono, T.; Ikeda, T. Polymerization of 1,3-butadiene by cobalt dichloride activated with various methylaluminoxanes . Appl. Catal. A-Gen. , 2003 . 238 193 - 199 . DOI: 10.1016/S0926-860X(02)00344-7 http://doi.org/10.1016/S0926-860X(02)00344-7 .

Ricci, G.; Forni, A.; Boglia, A.; Motta, T.; Zannoni, G.; Canetti, M.; Bertini, F . Synthesis and X-ray structure of CoCl 2 (P i PrPh 2 ) 2 . A new highly active and stereospecific catalyst for 1,2 polymerization of conjugated dienes when used in association with MAO . Macromolecules , 2005 . 38 1064 - 1070 . DOI: 10.1021/ma0476083 http://doi.org/10.1021/ma0476083 .

Korthals, B.; Berkefeld, A.; Ahlmann, M.; Mecking, S . Catalytic polymerization of butadiene in aqueous systems with cationic nickel(II) complexes . Macromolecules , 2008 . 41 8332 - 8338 . DOI: 10.1021/ma8016579 http://doi.org/10.1021/ma8016579 .

Bazzini, C.; Giarrusso, A.; Porri, L . Diethylbis(2,2′-bipyridine)iron/MAO. A very active and stereospecific catalyst for 1,3-diene polymerization . Macromol. Rapid Commun. , 2002 . 23 922 - 927 . DOI: 10.1002/1521-3927(20021001)23:15<922::AID-MARC922>3.0.CO;2-S http://doi.org/10.1002/1521-3927(20021001)23:15<922::AID-MARC922>3.0.CO;2-S .

Gong, D.; Wang, B.; Cai, H.; Zhang, X.; Jiang, L . Synthesis, characterization and butadiene polymerization studies of cobalt(II) complexes bearing bisiminopyridine ligand . J. Organomet. Chem. , 2011 . 696 1584 - 1590 . DOI: 10.1016/j.jorganchem.2011.01.015 http://doi.org/10.1016/j.jorganchem.2011.01.015 .

Jia, X.; Liu, H.; Hu, Y.; Dai, Q.; Bi, J.; Bai, C.; Zhang, X . Highly active and cis -1,4 selective polymerization of 1,3-butadiene catalyzed by cobalt(II) complexes bearing alpha-diimine ligands . Chinese J. Catal. , 2013 . 34 1560 - 1569 . DOI: 10.1016/S1872-2067(12)60625-1 http://doi.org/10.1016/S1872-2067(12)60625-1 .

Alnajrani, M. N.; Mair, F. S . Synthesis and characterization of [small beta]-triketimine cobalt complexes and their behaviour in the polymerization of 1,3-butadiene . Dalton Trans. , 2014 . 43 15727 - 15736 . DOI: 10.1039/C4DT02196G http://doi.org/10.1039/C4DT02196G .

Gong, D.; Wang, B.; Jia, X.; Zhang, X . The enhanced catalytic performance of cobalt catalysts towards butadiene polymerization by introducing a labile donor in a salen ligand . Dalton Trans. , 2014 . 43 4169 - 4178 . DOI: 10.1039/c3dt52708e http://doi.org/10.1039/c3dt52708e .

Jie, S.; Ai, P.; Li, B . Highly active and stereospecific polymerization of 1,3-butadiene catalyzed by dinuclear cobalt(II) complexes bearing 3-aryliminomethyl-2-hydroxybenzaldehydes . Dalton Trans. , 2011 . 40 10975 - 10982 . DOI: 10.1039/c1dt11073j http://doi.org/10.1039/c1dt11073j .

Liu, H.; Zhao, W.; Hao, X.; Redshaw, C.; Huang, W.; Sun, W. H . 2,6-Dibenzhydryl- N -(2-phenyliminoacenaphthylenylidene)-4-methylbenzenamine nickel dibromides: synthesis, characterization, and ethylene polymerization . Organometallics , 2011 . 30 2418 - 2424 . DOI: 10.1021/om200154a http://doi.org/10.1021/om200154a .

Yu, J.; Hao, L.; Zhang, W.; Hao, X.; Sun, W. H . Access to highly active and thermally stable iron procatalysts using bulky 2-[1-(2,6-dibenzhydryl-4-methylphenylimino)ethyl]-6-[1-(aryli- mino)ethyl]pyridine ligands . Chem. Commun. , 2011 . 47 3257 - 3259 . DOI: 10.1039/c0cc05373b http://doi.org/10.1039/c0cc05373b .

Sun, W. H.; Yang, H.; Li, Z.; Li, Y . Vinyl polymerization of norbornene with neutral salicylaldiminato nickel(II) complexes . Organometallics , 2003 . 22 3678 - 3683 . DOI: 10.1021/om030018t http://doi.org/10.1021/om030018t .

Liu, H.; Zhuang, R.; Dong, B.; Wang, F.; Hu, Y. M.; Zhang, X. Q . Mono- andbinuclear cobalt(II) complexes supported by quinoline-2-imidate ligands: synthesis, characterization, and 1,3-butadiene polymerization . Chinese J. Polym. Sci. , 2018 . 36 943 - 952 . DOI: 10.1007/s10118-018-2097-8 http://doi.org/10.1007/s10118-018-2097-8 .

Wang, B.; Gong, D.; Bi, J.; Dai, Q.; Zhang, C.; Hu, Y.; Zhang, X.; Jiang, L . Synthesis, characterization and 1,3-butadiene polymerization behaviors of cobalt complexes bearing 2-pyrazolyl-substituted 1,10-phenanthroline ligands . Appl. Organomet. Chem. , 2013 . 27 245 - 252 . DOI: 10.1002/aoc.2972 http://doi.org/10.1002/aoc.2972 .

Nobbs, J. D.; Tomov, A. K.; Cariou, R.; Gibson, V. C.; White, A. J. P.; Britovsek, G. J. P . Thio-pybox and thio-phebox complexes of chromium, iron, cobalt and nickel and their application in ethylene and butadiene polymerisation catalysis . Dalton Trans. , 2012 . 41 5949 - 5964 . DOI: 10.1039/c2dt30324h http://doi.org/10.1039/c2dt30324h .

Guo, J.; Wang, B.; Bi, J.; Zhang, C.; Zhang, H.; Bai, C.; Hu, Y.; Zhang, X . Synthesis, characterization and 1,3-butadiene polymerization studies of cobalt dichloride complexes bearing pyridine bisoxazoline ligands . Polymer , 2015 . 59 124 - 132 . DOI: 10.1016/j.polymer.2015.01.006 http://doi.org/10.1016/j.polymer.2015.01.006 .

Gong, D.; Jia, X.; Wang, B.; Zhang, X.; Jiang, L . Synthesis, characterization, and butadiene polymerization of iron(III), iron(II) and cobalt(II) chlorides bearing 2,6-bis(2-benzimidazolyl)pyridyl or 2,6-bis(pyrazol)pyridine ligand . J. Organomet. Chem. , 2012 . 702 10 - 18 . DOI: 10.1016/j.jorganchem.2011.11.025 http://doi.org/10.1016/j.jorganchem.2011.11.025 .

Cariou, R.; Chirinos, J. J.; Gibson, V. C.; Jacobsen, G.; Tomov, A. K.; Britovsek, G. J. P.; White, A. J. P . The effect of the central donor in bis(benzimidazole)-based cobalt catalysts for the selective cis -1,4-polymerisation of butadiene . Dalton Trans. , 2010 . 39 9039 - 9045 . DOI: 10.1039/c0dt00402b http://doi.org/10.1039/c0dt00402b .

Chakraborty, B.; Banerjee, S . Synthesis, characterization, and crystal structures of cobalt(II), copper(II), and zinc(II) complexes of a bidentate iminophenol . J. Coord. Chem. , 2013 . 66 3619 - 3628 . DOI: 10.1080/00958972.2013.848979 http://doi.org/10.1080/00958972.2013.848979 .

Van Wyk, J. L.; Mapolie, S . F.; Lennartson, A.; Håkansson, M.; Jagner, S. The catalytic oxidation of phenol in aqueous media using cobalt(II) complexes derived from N -(aryl) salicylaldimines . Inorg. Chim. Acta , 2008 . 361 2094 - 2100 . DOI: 10.1016/j.ica.2007.10.031 http://doi.org/10.1016/j.ica.2007.10.031 .

Zhang, S.; Huang, Y.; Liu, X. Crystal and molecular structures of schiff base complexes with transition metal ions II . Bis-( N -(4-chlqro-phenyl)-salicylaldiminato)cobalt (II) . J. Struct. Chem. , 1991 . 10 242 - 244 . .

Lacroix, P . G.; Averseng, F.; Malfant, I.; Nakatani, K. Synthesis, crystal structures, and molecular hyperpolarizabilities of a new schiff base ligand, and its copper(II), nickel(II), and cobalt(II) metal complexes . Inorg. Chim. Acta , 2004 . 357 3825 - 3835 . DOI: 10.1016/j.ica.2004.03.004 http://doi.org/10.1016/j.ica.2004.03.004 .

McKenzie, E. D.; Selvey, S. J.; Nowell, I. W. Stereochemistry of bissalicylaldiminatometal(II) compounds. Part III . Crystal and molecular structure of one form of bis-[ N -(2,6-dimethylphenyl)salicylaldiminato] cobalt(II) . Inorg. Chim. Acta. , 1985 . 101 85 - 91 . DOI: 10.1016/S0020-1693(00)85993-9 http://doi.org/10.1016/S0020-1693(00)85993-9 .

Li, X.; Huang, L.; Dong, S.; Li, M.; Sun, H . Bis(3- tert -butyl- N ,5-dimethylsalicylaldiminato)cobalt(II) . Acta Cryst. , 2005 . E61 465 - 466 . .

Bahron, H.; Larkworthy, L. F.; Marécaux, A.; Povey, D. C.; Smith, G. W . Structures of bis( N - n -butylsalicylideneiminato)cobalt(II) and bis( N - tert -butylsalicylideneiminato)cobalt(II) complexes and reactivity towards oxygen and nitric oxide . J. Chem. Cryst. , 1994 . 24 145 - 150 . DOI: 10.1007/BF01833671 http://doi.org/10.1007/BF01833671 .

Li, Z. X.; Zhang, X. L . Bis[4-chloro-2-(cyclohexyliminomethyl)phenolato]cobalt(II) . Acta Cryst. , 2005 . E61 2806 - 2807 . .

Falivene, L.; Credendino, R.; Poater, A.; Petta, A.; Serra, L.; Oliva, R.; Scarano, V.; Cavallo, L. SambVca 2 . A web tool for analyzing catalytic pockets with topographic steric maps . Organometallics , 2016 . 35 2286 - 2293 . DOI: 10.1021/acs.organomet.6b00371 http://doi.org/10.1021/acs.organomet.6b00371 .

Falivene, L.; Cao, Z.; Petta, A.; Serra, L.; Poater, A.; Oliva, R.; Scarano, V.; Cavallo, L . Towards the online computer-aided design of catalytic pockets . Nat. Chem. , 2019 . 11 872 - 879 . DOI: 10.1038/s41557-019-0319-5 http://doi.org/10.1038/s41557-019-0319-5 .

Falivene, L.; Cavallo, L.; Talarico, G . Buried volume analysis for propene polymerization catalysis promoted by group 4 metals: A tool for molecularmass prediction . ACS Catal. , 2015 . 5 6815 - 6822 . DOI: 10.1021/acscatal.5b01363 http://doi.org/10.1021/acscatal.5b01363 .

Gao, Y.; Christianson, M. D.; Wang, Y.; Chen, J.; Marshall, S.; Klosin, J.; Lohr, T. L.; Marks, T. J . Unexpected precatalyst σ -ligand effects in phenoxyimine Zr-catalyzed ethylene/1-octene copolymerizations . J. Am. Chem. Soc. , 2019 . 141 7822 - 7830 . DOI: 10.1021/jacs.9b01445 http://doi.org/10.1021/jacs.9b01445 .

Zhao, W.; Wang, B.; Dong, B.; Liu, H.; Hu, Y.; Eisen, M. S.; Zhang, X . 1-Hexene homopolymerization and copolymerization with polar ω -halo- α -alkenes by (benz)imidazolin-2-iminato scandium and yttrium complexes . Organometallics , 2020 . 39 3983 - 3991 . DOI: 10.1021/acs.organomet.0c00563 http://doi.org/10.1021/acs.organomet.0c00563 .

Zhang, Y.; Wang, C.; Mecking, S.; Jian, Z . Ultrahighly branched main-chain-functionalized polyethylenes via inverted insertion selectivity . Angew. Chem. Int. Ed. , 2020 . 59 14296 - 14302 . DOI: 10.1002/anie.202004763 http://doi.org/10.1002/anie.202004763 .

Dong, B.; Liu, H.; Peng, C.; Zhao, W.; Zheng, W.; Zhang, C.; Bi, J.; Hu, Y.; Zhang, X . Synthesis of stereoblock polybutadiene possessing cis -1,4 and syndiotactic-1,2 segments by imino-pyridine cobalt complex-based catalyst through one-pot polymerization process . Eur. Polym. J. , 2018 . 108 116 - 123 . DOI: 10.1016/j.eurpolymj.2018.08.047 http://doi.org/10.1016/j.eurpolymj.2018.08.047 .

Rhinehart, J. L.; Brown, L. A.; Long, B. K . A robust Ni(II) α -diimine catalyst for high temperature ethylene polymerization . J. Am. Chem. Soc. , 2013 . 135 16316 - 16319 . DOI: 10.1021/ja408905t http://doi.org/10.1021/ja408905t .

Rhinehart, J. L.; Mitchell, N. E.; Long, B. K . Enhancing α -diimine catalysts for high-temperature ethylene polymerization . ACS Catal. , 2014 . 4 2501 - 2504 . DOI: 10.1021/cs500694m http://doi.org/10.1021/cs500694m .

Wang, X.; Dong, B.; Yang, Q.; Liu, H.; Zhang, C.; Zhang, X . α -Diimine nickel complexes bearing axially bulky terphenyl and equatorially bulky dibenzobarrelene groups: synthesis, characterization and olefin polymerization studies . Polym. Chem. , 2020 . 11 6783 - 6793 . DOI: 10.1039/D0PY01152E http://doi.org/10.1039/D0PY01152E .

Wang, X.; Dong, B.; Yang, Q.; Liu, H.; Hu, Y.; Zhang, X . Boosting the thermal stability of α -diimine palladium complexes in norbornene polymerization from construction of intraligand hydrogen bonding and simultaneous increasing axial/equatorial bulkiness . Inorg. Chem. , 2021 . 60 2347 - 2361 . DOI: 10.1021/acs.inorgchem.0c03185 http://doi.org/10.1021/acs.inorgchem.0c03185 .

Ge, Y.; Li, S.; Wang, H.; Dai, S . Synthesis of branched polyethylene and ethylene-MA copolymers using unsymmetrical iminopyridyl nickel and palladium complexes . Organometallics , 2021 . 40 3033 - 3041 . DOI: 10.1021/acs.organomet.1c00388 http://doi.org/10.1021/acs.organomet.1c00388 .

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