Derivatization and in situ metallation of phthalocyanines using click chemistry

Yilmaz Y., ŞENER M. K. , ERDEN İ. , Avciata U.

POLYHEDRON, vol.28, no.16, pp.3419-3424, 2009 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 16
  • Publication Date: 2009
  • Doi Number: 10.1016/j.poly.2009.07.033
  • Title of Journal : POLYHEDRON
  • Page Numbers: pp.3419-3424


Dialkyl (3,4-dicyanophenyl)propargylmalonates were prepared by the reaction of propargyl bromide and the potassium salt of dialkyl-3,4-dicyanophenylmalonates. A cyclotetramerization reaction was achieved in pentanol in the presence of DBU without protective/deprotective chemistry, affording the peripherally tetrasubstituted alkynyl phthalocyanines. Subsequently, in situ metallation and 'clicking' were employed for the first time as an efficient and quantitative route to tetratriazole-functionalized phthalocyanines. (c) 2009 Elsevier Ltd. All rights reserved.