Dendrons composed of three functionalized cone calix[4]- arene substructures covalently bound to rigid C3-symmetric tris-anilino cores through amide linkages have been ob- tained by a divergent synthetic protocol involving the cou- pling of p-nitrocalix[4]arene butanoic acid 9 with tris(4-ami- nophenyl)amine (TAPA), 1,3,5-tris(4-aminophenyl)benzene(TAPB), and 2,4,6-tris(4-aminophenyl)-s-triazine (TAPT). Two different amidation procedures were used to generate the dodecanitro intermediates (through activation of acid 9 with PyBOP catalyst or transformation into its acid chloride). The final reduction to the title dodecaamino dendrons was smoothly carried out with H2 and Raney-Ni catalyst.

Amino Surface-Functionalized Tris(calix[4]arene) Dendrons with Rigid C3- Symmetric Propeller Cores

PAPPALARDO, ANDREA;
2011-01-01

Abstract

Dendrons composed of three functionalized cone calix[4]- arene substructures covalently bound to rigid C3-symmetric tris-anilino cores through amide linkages have been ob- tained by a divergent synthetic protocol involving the cou- pling of p-nitrocalix[4]arene butanoic acid 9 with tris(4-ami- nophenyl)amine (TAPA), 1,3,5-tris(4-aminophenyl)benzene(TAPB), and 2,4,6-tris(4-aminophenyl)-s-triazine (TAPT). Two different amidation procedures were used to generate the dodecanitro intermediates (through activation of acid 9 with PyBOP catalyst or transformation into its acid chloride). The final reduction to the title dodecaamino dendrons was smoothly carried out with H2 and Raney-Ni catalyst.
Supramolecular chemistry; Calixarenes; Dendrimers; Tripodal ligands; Amides
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.11769/9811
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 12
  • ???jsp.display-item.citation.isi??? 10
social impact