Copper(II) arylhydrazone complexes as catalysts for C[sbnd]H activation in the Henry reaction in water

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 C[sbnd]H 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. © 2016

Авторы
Ma Z. 2, 1 , Gurbanov A.V. 3, 2 , Maharramov A.M. 3 , Guseinov F.I. 4, 5 , Kopylovich M.N. 2 , Zubkov F.I. 6 , Mahmudov K.T. 3, 2 , Pombeiro A.J.L. 2
Журнал
Journal of Molecular Catalysis A: Chemical
Издательство
Elsevier B.V.
Язык
Английский
Страницы
526-533
Статус
Опубликовано
Ссылка
Внешняя ссылка
DOI
10.1016/J.MOLCATA.2016.05.030
Том
426
Год
2017
Организации
  • 1 School of Chemistry and Chemical Engineering, Guangxi UniversityGuangxi 530004, China
  • 2 Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, Lisbon, 1049-001, Portugal
  • 3 Department of Chemistry, Baku State University, Z. Xalilov Str. 23, Baku, AZ 1148, Azerbaijan
  • 4 Department of Chemistry, M. V. Lomonosov Moscow State University, 1 Leninskie Gory, Moscow, 119992, Russian Federation
  • 5 National University of Science and Technology «MISIS», Moscow Leninsky prosp. 4, Moscow, 119049, Russian Federation
  • 6 Department of Organic Chemistry, Peoples' Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
Ключевые слова
Arylhydrazone of acetoacetanilide; Copper(II) complexes; C−H activation; Henry reaction in aqueous medium
Цитировать
ГОСТ MLA RIS BibTex
Поделиться

Другие записи