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Copper(II) arylhydrazone complexes as catalysts for CH activation in the Henry reaction in water
Journal of Molecular Catalysis A: Chemical Pub Date : 2016-06-05 , 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

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.



中文翻译:

铜(II)芳基zone配合物在水中的亨利反应中作为C H活化的催化剂

三种新型水溶性铜(II)配合物[Cu(HL)(H 2 O){(CH 32 NCHO}](1),[Cu(H 2 L)2(im)4 ]·CH 3 OH (2)和[铜(HL)(CH 3 OH)] 2μ 2 -py)(3)从铜(II),硝酸和钠(合成ž)-2-(2-(1,3-二氧代-1(苯基氨基)丁丹-2-亚甲基肼基)苯磺酸盐(NaH 2 L),在不存在(对于1)和存在咪唑(im)(对于2)或吡嗪(py)(对于3),并且功能齐全。配合物1-3已被用作立体选择性C H活化催化剂,用于模拟硝基乙烷与水中各种醛类的硝基羟醛(Henry)缩合反应。1是最具活性的催化剂,可提供64-87%的产率,顺/反非对映选择性高达77:23。

更新日期:2016-06-05
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