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Cu(Ⅱ) and Cu(Ⅰ) complexes based on derivatives of imidazo[1,5-a]pyridine:Synthesis,structures,in situ metal-ligand reactions,and catalytic activity

基于咪唑并[1,5-a]吡啶衍生物配体的Cu(Ⅱ)和Cu(Ⅰ)配合物的合成、结构、原位金属-配体反应及催化性能
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摘要 Three efficient methods for the synthesis of a series of Cu(Ⅱ) and Cu(Ⅰ) complexes based on imidazo[1,5-a]pyridine derivatives were developed.These methods include the following:(ⅰ)Cu(Ⅱ) salts were used as metal sources and N,N-dimethylformamide was employed as a solvent as well as a reductant to produce Cu(Ⅰ) complexes.(ⅱ) An iodide-containing compound was utilized as a ligand and iodide source to prepare complexes.An in situ metalligand reaction occurred and an iodide-bridged copper complex was generated.(ⅲ) A series of aldehydes were added to the reaction systems to induce in situ metal-ligand reactions between the aldehydes and the imidazo[1,5-a]pyridine derivatives,producing polydentate ligand scaffolds.Eight complexes were prepared and characterized.The catalytic activities of these complexes toward the ketalization of ketones by ethylene glycol were investigated.With the exception of complex4,the remaining seven complexes all showed high catalytic activity.The lower activity of 4 may be due to the larger radius of bridging iodide ions and the shorter Cu(Ⅰ)…Cu(Ⅰ) distance.CCDC:2357696,1·2CH_(2)Cl_(2);2357697,2;2018292,3;2092192,4;2092190,5;2155557,6;2406155,7;2406156,8·EtOH. 发展了3种高效合成一系列基于咪唑并[1,5-a]吡啶衍生物配体的Cu(Ⅱ)和Cu(Ⅰ)配合物的方法:使用Cu(Ⅱ)盐作为金属源,N,N-二甲基甲酰胺作为溶剂与还原剂生成Cu配合物;使用含碘化合物作为配体和碘源,诱导原位金属-配体反应生成碘桥联铜配合物;在反应体系中加入一系列醛使之与咪唑并[1,5-a]吡啶衍生物进行原位金属-配体反应,获得多齿配体支架。我们制备了8种配合物,对其结构进行了表征,并研究了这些配合物对乙二醇缩酮化反应的催化活性。除配合物4外,其余7个配合物均表现出较高的催化活性。配合物4的催化活性较低可能是由于桥接碘离子的半径较大以及Cu(Ⅰ)…Cu(Ⅰ)距离较短所引起的。
作者 JIA Bofei LIU Zhihao GAO Zongyuan ZHOU Shuai WU Mengxiang ZHANG Qian ZHANG Xiamei CHEN Shuzhong YANG Xiaohan LI Yahong 贾博斐;刘志豪;高宗远;周帅;吴梦想;张茜;张夏梅;陈书仲;杨晓涵;李亚红(苏州大学材料与化学化工学部,苏州215123)
机构地区 College of Chemistry
出处 《无机化学学报》 北大核心 2025年第5期1020-1036,共17页 Chinese Journal of Inorganic Chemistry
基金 国家自然科学基金(No.22171198,21772140) 江苏省高等学校优势学科建设项目 苏州大学大学生创新创业训练计划项目(No.202410285046Z) 苏州市基础科技项目(No.SZS201905)资助。
关键词 copper complexes imidazo[1 5‑a]pyridine in situ metal-ligand reactions ketalization reactions 铜配合物 咪唑并[1,5-a]吡啶 原位金属-配体反应 缩酮反应
作者简介 通信联系人:LI Yahong,E‑mail:liyahong@suda.edu.cn。
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  • 1Siamaki, A. R.; Aradtsen, B. A. A direct, one step synthesis of imidazoles from imines and acid chlorides: a palladium catalyzed multicomponent coupling approach. J. Am. Chem. Soc. 2006, 128, 6050-6051.
  • 2Kanazawa, C.; Kamijo, S.; Yamamoto, Y. Synthesis of imidazoles through the coppar-catalyzad cross-cycloaddition between two different isocyanides. J. Am. Chem. Soc. 2006, 128, 10662-10663.
  • 3Sharma, G. V. M.; Jyothi, Y.; Sree Lakshmi, E Efficient room-temperature synthesis of tri- and tetrasubstituted imidazoles catalyzed by ZrCI4. Synth. Comraun. 2006, 36, 2991-3000.
  • 4Garino, C.; Ruiu, T.; Salassa, L.; Albertino, A.; Volpi, G; Nervi, C.; Gobetto, R.; Hardcastle, K. I. Spectroscopic and computational study on new blue emitting ReL(CO)3CI complexes containing pyridylimidazo[l,5-a]pyridine ligands. Eur. J. lnorg. Chem. 2008, 2008, 3587-3591.
  • 5Salassa, L.; (iarino, C.; Albertino, A.; Volpi, (i; Nervi, C.; G-obetto, g.; Hardeastle, K. I. Computational and spectroscopic studies of new rhenium(1) complexes containing pyridylimidazo[1,5-a]pyridine ligands: charge transfer and dual emission by fine-tuning of excited states. Organoraetallics 2008, 27, 1427-1435.
  • 6Alcarazo, M.; Roseblade, S. J.; Cowley, A. R.; Femfindez, R.; Brown, J. M.; Lassaletta, J. M. Imidazo[l,5-a]pyridine: a versatile architecture for stable N-heterocyclic carbenes. J. Am. Chem. Soc. 2005, 127, 3290-3291.
  • 7Tong, Y P.; Zheng, S. L.; Chen, X. M. Structures, photoluminescence and theoretical studies of two Zntl complexes with substituted 2-(2-hydroxyphenyl)benzimidazoles. Eur J. lnorg. Chem. 2005, 2005, 3734-3741.
  • 8Escola, A. O.; Li, W.; Adeyemi, O. G; Obi-Egbedi, N. O.; Woods, J. A. O. Hemilability of 2-(1H-imidazol-2-yl)pyridine and 2-(oxazol-2-yl)pyridine ligands: imidazole and oxazole ring Lewis basicity, Ni(Ⅱ)/Pd(Ⅱ) complex structures and spectra. Polyhedron 2010, 29, 1891-1901.
  • 9Chen, Y. M.; Li, L.; Chert, Z.; Liu, Y. L.; Hu, H. L.; Chen, W. Q.; Liu, W.; Li, Y. H.; Lei, T.; Can, Y. Y.; Kang, Z. H.; Lin, M. S.; Li, W. Metal-mediated controllable creation of secondary, tertiary, and quaternary caxbon centers: a powerful strategy for the synthesis of iron, cobalt, and copper complexes with in situ generated substituted l-pyridincimidazo[l,5-a]pyridine l igands. Inorg. Chem. 2012, 51, 9705-9713.
  • 10Roy, M.; Chakravarthi, B. V. S. K.; Jayabaskaran, C.; Karande, A. A.; Chakravarty, A. R. Impact of metal binding on the antitumor activity and cellular imaging of a metal chelator cationic imidazopyridine derivative. Dalton Trans. 2011, 40, 4855-4864.

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