A Novel Phenoxyimine-based Schiff Base Ligand and Its Mononuclear Nickel(II) Complex: Synthesis, Crystal Structure, Norbornene #br#
Polymerization and Catalytic Activity

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摘要

A novel phenoxyimine-based Schiff base ligand and its mononuclear complex [C58H52N2NiO2] (L = 2-benzhydryl-4-dimethoxy-3,5-dimethyl-salicylaldehyde) has been synthesi- zed and characterized by IR spectrum, elemental analysis, TG, WAXD spectra, 1H NMR and 13C NMR. In addition, the molecular structure has been measured by single-crystal X-ray diffraction analysis. The crystal belongs to the monoclinic system, space group P21/c with a = 14.510(6), b = 18.573(7), c = 20.961(6) Å, β = 123.453(19)°, V = 4713(3) Å3, Mr = 867.73, Z = 4, Dc = 1.223 g/cm3, μ = 0.456 mm-1, F(000) = 1832, the final R = 0.0685 and wR = 0.1758 (I > 2σ(I)). The complex was used as homogeneous catalysis of polymerization of norbornene, and the MAO as cocatalyst. The nickel complex exhibited good catalytic activity up to 1.913 × 107 g of PNB (mol of Ni)−1 h−1, and the yields of these reactions depend on the nature of the substituent in the aromatic ring.

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	邓建琴
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	陈建新
	张治纯

关键词 ： nickel complex, crystal structure, norbornene polymerization, catalyst

Abstract：

Key words： nickel complex crystal structure norbornene polymerization catalyst

收稿日期: 2015-08-10 出版日期: 2016-04-11

基金资助:

Supported by the Ministry of Education of China (No. 208066), the Education Department of Fujian Province (JA07029), and the State Key Laboratory of Structural Chemistry (No. 20130013)

通讯作者: jxchen_1964@163.com E-mail: jxchen_1964@163.com

引用本文:

邓建琴;梁红;路学春;程星;陈建新;张治纯. A Novel Phenoxyimine-based Schiff Base Ligand and Its Mononuclear Nickel(II) Complex: Synthesis, Crystal Structure, Norbornene #br# Polymerization and Catalytic Activity[J]. 结构化学, 2016, 35(4): 559-565.
DENG Jian-Qin;LIANG Hong;LU Xue-Chun;CHENG Xing;CHEN Jian-Xin;ZHANG Zhi-Chun. A Novel Phenoxyimine-based Schiff Base Ligand and Its Mononuclear Nickel(II) Complex: Synthesis, Crystal Structure, Norbornene #br# Polymerization and Catalytic Activity. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2016, 35(4): 559-565.

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http://manu30.magtech.com.cn/jghx/CN/ 或 http://manu30.magtech.com.cn/jghx/CN/Y2016/V35/I4/559

REFERENCES
(1) Chang, F.; Zhang, D.; Xu, G.; Yang, H.; Li, J.; Song, H.; Sun, W. Synthesis and characterization of new bis(1-arylimino methylenyl naphthalen-2-oxy) nckel complexes and their catalytic behavior for vinyl polymerization of norbornene. J. Organomet. Chem. 2004, 689, 936–946.
(2) Li, C.; Lan, M. Y.; Meng, S. Q.; Chen, J. X.; Zhang, Z. C. Synthesis, structure and norbornene polymerization catalyzed by o-benzene diimine di-nuclear palladium(II) complex. Chin. J. Struct. Chem. 2014, 33, 607–611.
(3) Sun, W. H.; Yang, H. J.; Li, Z. L.; Li, Y. Vinyl polymerization of norbornene with neutral salicylaldiminato nickel(II) complexes. Organometallics 2003, 22, 3678–3683.
(4) Jang, Y. C.; Sung, H. K.; Kwag, H. J.; Li, Y. Effects of tris(pentafluorophenyl) borane on the activation of the Ni(II)-based catalyst in the addition polymerization of norbornene. Eur. Polym. J. 2006, 42, 1250–1258.
(5) Jang, Y. C.; Sung, H. K.; Lee, S.; Bae, C. Effects of tris(pentafluorophenyl)borane on the activation of zerovalent-nickel complex in the addition polymerization of norbornene. Polyer 2005, 46, 11301–11310.
(6) Zhang, W. J.; Wang, Y. H.; Redshaw, C.; Hao, X.; Sun, W. H. 2-Aldiminophenoxytitanium chloride complexes: synthesis, characterization, and ethylene (co-)polymerization behavior. J. Org. Chem. 2012, 715, 119–128.
(7) Zhang, W. J.; Wang, Y. H.; Sun, W. H.; Wang, L.; Redshaw, C. Dimethylaluminium aldiminophenolates: synthesis, characterization and ring-opening polymerization behavior towards lactides. Dalton Trans. 2012, 41, 11587–1596.
(8) Younkin, T. R.; Conner, E. F.; Henderson, J. I.; Friedrich, S. K.; Grubbs, R. H.; Bansleben, D. A. Neutral, single-component nickel(II) polyolefin catalysts that tolerate heteroatoms. Science 2000, 287, 460–462.
(9) Yu, Y. H.; Chen, J. X.; Meng, S. Q.; Li, C.; Lan, M. Y.; Zhang, Z. C. Nickel(II) and copper(II) complexes as catalysts for norbornene vinyl polymerization bearing tetradentate β-ketoiminato ligands. J. Mol. Catal. A: Chem. 2013, 380, 104–111.
(10) Li, A. K.; Ma, H. Y.; Huang, J. L. Zirconium complexes bearing bis(phenoxy-imine) ligands with bulky o-bis(aryl)methyl-substituted aniline groups: synthesis, characterization and ethylene polymerization behavior. Appl. Organometal. Chem. 2013, 27, 341–347.
(11) Li, A. K.; Ma, H. Y.; Huang, J. L. Highly thermally stable eight-coordinate dichloride zirconium complexes supported by tridentate [ONN] ligands: syntheses, characterization, and ethylene polymerization behavior. Organometallics 2013, 32, 7460–7469.
(12) Liu, D.; Lang, J. P.; Abrahams, B. F. Highly efficient separation of a solid mixture of naphthalene and anthracene by a reusable porous metal-organic framework through a single-crystal-to-single-crystal transformation. J. Am. Chem. Soc. 2011, 133, 11042–11045.
(13) Hu, F. L.; Wang, S. L.; Wu, B.; Yu, H.; Wang, F.; Lang, J. P. Ligand geometry-directed assembly of seven entangled coordination polymers. CrystEngComm. 2014, 16, 6354–6363.
(14) Hu, F. L.; Mi, Y.; Gu, Y. Q.; Zhu, L. G.; Yang, S. L.; Wei, H.; Lang, J. P. Structure diversities of ten entangled coordination polymers assembled from reactions of Co(II) or Ni(II) salts with 5-(pyridin-4-yl)isophthalic acid in the absence or presence of auxiliary N-donor ligands. CrystEngComm. 2013, 15, 9553–9561.
(15) Li, C.; Meng, S. Q.; Lan, M. Y.; Yu, Y. H.; Chen, J. X.; Zhang, Z. C. Synthesis, structure and norbornene polymerization catalyzed by bis{1-[[(3-ethyl-6-methyl-2-pyridinyl)imino]methylenyl]-2-naphthalenolato-N,O}nickel(II). Chin. J. Struct. Chem. 2014, 33, 289–293.
(16) Tritto, I.; Boggioni, L.; Ferro, D. R. Metallocene catalyzed ethene- and propene co-norbornene polymerization: mechanisms from a detailed microstructural analysis. Coord. Chem. Rev. 2006, 250, 212–241.
(17) Feng, Q.; Chen, D. J.; Feng, D. Y. Vinyl polymerizations of norbornene catalyzed by nickel complexes with acetoacetamide ligands. Appl. Organomet. Chem. 2014, 28, 32–37.
(18) Mogorosi, M. M.; Mogorosi, M. T.; Moss, J. R. Neutral palladium(II) complexes with P, N Schiff-base ligands: synthesis, characterization and catalytic oligomerisation of ethylene. J. Organomet. Chem. 2011, 696, 3585–3592.
(19) Zhao, C. T.; do Rosário Ribeiro, M.; De Pinho, M. N.; Subrahmanyam, V. S.; Gil, C. L.; de Lima, A. P. Structural characteristics and gas permeation properties of polynorbornenes with retained bicyclic structure. Polymer 2001, 42, 2455–2462.
(20) Haselwander, T. F.; Heitz, W.; Krügel, S. A.; Wendorff, J. H. Polynorbornene: synthesis, properties and simulations. Macromol. Chem. Phys. 1996, 197, 3435–3453.
(21) He, X.; Wu, Q. Polymerization of norbornene using bis(b-ketoamino) nickel(II)/MAO catalytic systems. J. Appl. Polym. Sci. 2006, 101, 4172–4180.
(22) Hou, J. X.; Sun, W. H.; Zhang, D. H.; Chen, L. Y.; Li, W.; Zhao, D. F.; Song, H. B. Preparation and characterization of acylhydrazone nickel(II) complexes and their catalytic behavior in vinyl polymerization of norbornene and oligomerization of ethylene. J. Mol. Catal. A: Chem. 2005, 231, 221–233.
(23) Liu, B. Y.; Shin, B. G.; Yoon, D. Y.; Kim, I.; Zhang, L.; Yan, W. D. Pd(II)-catalyzed vinyl addition polymerization of novel functionalized norbornene bearing dimethyl carboxylate groups. J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 3391–3399.
(24) Jung, I. G.; Seo, J.; Chung, Y. K.; Shin, D. M.; Chun, S. H.; Son, S. U. Polymerization of carboxylic ester functionalized norbornenes catalyzed by (ƞ3-allyl)palladium complexes bearing N-heterocyclic carbene ligands. J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 3042–3052.