Copper(II) arylhydrazone complexes as catalysts for CH activation in the Henry reaction in water

IF 5.062

Journal of Molecular Catalysis A: Chemical Pub Date : 2017-01-01 DOI:10.1016/j.molcata.2016.05.030

Zhen Ma , Atash V. Gurbanov , Abel M. Maharramov , Firudin I. Guseinov , Maximilian N. Kopylovich , Fedor I. Zubkov , Kamran T. Mahmudov , Armando J.L. Pombeiro

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引用次数: 48

Abstract

Three new water-soluble copper(II) complexes [Cu(HL)(H₂O){(CH₃)₂NCHO}] (1), [Cu(H₂L)₂(im)₄]·CH₃OH (2) and [Cu(HL)(CH₃OH)]₂(μ₂-py) (3) were synthesized from copper(II) nitrate and sodium (Z)-2-(2-(1,3-dioxo-1-(phenylamino)butan-2-ylidene)hydrazinyl)benzene-sulfonate (NaH₂L), in the absence (for 1) and presence of imidazole (im) (for 2) or pyrazine (py) (for 3), and fully characterized. The complexes 1–3 have been tested as stereoselective CH activating catalysts for the model nitroaldol (Henry) condensation of nitroethane with various aldehydes in water. 1 was the most active catalyst affording 64−87% yields with syn/anti diasteroselectivities up to 77:23.

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铜(II)芳基腙配合物对水中Henry反应中CH活化的催化作用

以硝酸铜(II)和钠(Z)-2-(2-(1,3-二氧基-1-(苯胺)丁基-2-乙基)肼基)苯磺酸钠(NaH2L)为原料，在咪唑(im)(2)或吡嗪(py)(3)不存在的情况下合成了3种新的水溶性铜(II)配合物[Cu(HL)(H2O){(CH3)2NCHO}](1)、[Cu(HL)(CH3OH) 2(im)4]·CH3OH(2)和[Cu(HL)(CH3OH)]2(μ2-py)(3)，并进行了表征。配合物1-3作为立体选择性CH活化催化剂，用于硝基烷与各种醛在水中的模型硝基醛(Henry)缩合反应。1是最活跃的催化剂，产率为64−87%，顺反选择性高达77:23。

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来源期刊

Journal of Molecular Catalysis A: Chemical 化学-物理化学

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0.00%

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审稿时长

2.8 months

期刊介绍： The Journal of Molecular Catalysis A: Chemical publishes original, rigorous, and scholarly full papers that examine the molecular and atomic aspects of catalytic activation and reaction mechanisms in homogeneous catalysis, heterogeneous catalysis (including supported organometallic catalysis), and computational catalysis.