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.1, 2 , Gurbanov A.V. 2, 3 , Maharramov A.M.3 , Guseinov F.I.4, 5 , Kopylovich M.N.2 , Zubkov F.I. 6 , Mahmudov K.T. 2, 3 , Pombeiro A.J.L.2
Издательство
Elsevier B.V.
Язык
Английский
Страницы
526-533
Статус
Опубликовано
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
Дата создания
19.10.2018
Дата изменения
12.08.2021
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/6362/
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Другие записи

Мельниченко Г.А., Белая Ж.Е., Рожинская Л.Я., Торопцова Н.В., Алексеева Л.И., Бирюкова Е.В., Гребенникова Т.А., Дзеранова Л.К., Древаль А.В., Загородний Н.В., Ильин А.В., Крюкова И.В., Лесняк О.М., Мамедова Е.О., Никитинская О.А., Пигарова Е.А., Родионова С.С., Скрипникова И.А., Тарбаева Н.В., Фарба Л.Я., Цориев Т.Т., Чернова Т.О., Юренева С.В., Якушевская О.В., Дедов И.И.
Problemy Endokrinologii. Том 63. 2017. С. 392-426