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Russian Chemical Bulletin

, Volume 62, Issue 7, pp 1609–1613 | Cite as

Synthesis of new α-aminophosphonates containing sterically hindered phenol fragments based on the reaction of 3,5-di(tert-butyl)-4-oxo-2,5-cyclohexadienylidenemethylphosphonates with aliphatic amines

  • E. M. Gibadullina
  • T. R. Shaekhov
  • A. K. Badrtdinov
  • Yu. K. Voronina
  • A. R. Burilov
Full Articles

Abstract

A reaction of aliphatic amines (n-butylamine, sec-butylamine, tert-butylamine, dodecylamine, 1,12-diaminododecane) with α-phosphorylated methylenequinones (dimethyl {[3,5-di-(tert-butyl)-4-oxo-2,5-cyclohexadienylidene]methyl}phosphonate and diphenyl {[3,5-di(tertbutyl)-4-oxo-2,5-cyclohexadienylidene]methyl}phosphonate)) to form 1,6-nucleophilic addition products was studied. This approach was used to obtain a-aminophosphonates containing sterically hindered phenol fragments in high yields.

Key words

α-aminophosphonate antioxidant sterically hindered phenol aliphatic amines [3,5-di(tert-butyl)-4-oxo-2,5-cyclohexadienylidenemethyl]phosphonate 1,6-addition 

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Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  • E. M. Gibadullina
    • 1
  • T. R. Shaekhov
    • 1
  • A. K. Badrtdinov
    • 2
  • Yu. K. Voronina
    • 1
  • A. R. Burilov
    • 1
  1. 1.A. E. Arbuzov Institute of Organic and Physical Chemistry Kazan Scientific Center of the Russian Academy of SciencesKazanRussian Federation
  2. 2.Kazan National Research Technological UniversityKazanRussian Federation

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