The New Type of Calix[4]Resorcines Bearing Phosphonates and Phosphonium Fragments at The Lower Rim

Abstract

Two approaches to the synthesis of calix[4]resorcines bearing phosphonates and phosphonium fragments at the lower rim were elaborated. One of the approaches based on methodology for synthesis of octols by fourfold condensation of 4-substituted benzaldehydes with resorcinol and its derivatives. The calixaren matrix was used as a starting material for functionalization in another method. Both approaches based on the reaction of phosphorylation of arylhalides by the derivatives of P(III) acids in the presence of Ni(II) compounds. Phosphorylated calyx[4]resorcines were further modified at the upper rim with amine groups.

Keywords:

• Calix[4]resorcinols
• derivatives of P(III) acids
• phosphorylation
• condensation

Acknowledgments

The support of the RFBR (grant No 04-03-32512) is gratefully acknowledged.