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J. J. Shiers, M. Shipman, J. H. Hayes and A. M. Z. Slawin, “Rare Example of Nucleophilic Substitution at Vinylic Carbon with Inversion: Mechanism of Methyleneaziridine Formation by Sodium Amide Induced Ring Closure Re- visited,” Journal of American Chemical Society, Vol. 126, No. 22, 2004, pp. 6868-6869.

has been cited by the following article:

• TITLE: New Family of Functionalized Monomers Based on Amines: A Novel Synthesis that Exploits the Nucleophilic Substitution Reaction

  AUTHORS: Lissette Agüero, Luis G. Guerrero-Ramírez, Issa Katime

  KEYWORDS: Functional Monomers, FTIR, NMR, Polymer Design, UV-Vis

  JOURNAL NAME: Materials Sciences and Applications, Vol.1 No.3, August 25, 2010

  ABSTRACT: Chemistry modifications are usually performed to introduce specific group that can increase properties and functionality of materials. In this study, we present the synthesis of six new functionalized monomers prepared by nucleophilic substitution reactions. Reaction of aliphatic and aromatic amines with acryloyl chloride at –20ºC, in presence of triethylamine allowed the synthesis of the corresponding amides. Proton nuclear magnetic resonance (1H NMR) spectroscopy, Fourier-transform infrared (FTIR) spectroscopy and ultraviolet- visible (UV-Vis) measurements confirmed the success of the synthesis with a yield over 90%. These compounds emerged as potentially attractive monomers since they can be used to obtain stimuli-sensitive polymeric materials, due to the presence of amide and pyridine groups.