Dipyridinocalixcrown/diiodoperfluorocarbon binary host systems for CsI: structural studies and fluorous phase extraction of caesium


Author(s): Gattuso, Giuseppe; Pappalardo, Andrea; Parisi, Melchiorre F.; Pisagatti, Ilenia; Crea, Francesco; Liantonio, Rosalba; Metrangolo, Pierangelo; Navarrini, Walter; Resnati, Giuseppe; Pilati, Tullio; Pappalardo, Sebastiano.


Volume: 63 Issue: 23 Pages: 4951-4958

DOI: 10.1016/j.tet.2007.03.136

Published: JUN 4 2007


A mixture of partial cone 2,4-bis[(2-pyridylmethyl)oxy]-(1,3)-p-tert-butylcalix[4]crown-6, hexadecafluoro-1,8-diiodooctane and CsI in EtOH produces a crystalline ‘supramolecular salt’. In the solid state the caesium ion of the ‘supercation’ is encapsulated inside the cavity created by the crown ether loop, the picolyl and the inverted phenyl moieties, while the two iodide ions of the ‘superanion’ form a discrete five-component aggregate held together by co-existing hydrogen and halogen bonds. Similar calix/CsI/iodofluorocarbon adducts are shown to exist also in solution. In a prototypical study, a combination of this calixcrown and liquid octafluoro-1,4-diiodobutane acts as an effective ‘binary host’ system for the selective extraction of CsI from aqueous to fluorous phase.


ASP studies on fluorine in biomedicine: two innovative applications


Author(s): Navarrini, Walter; (Canesi, Eleonora; Cantini, Marco; Resnati, Giuseppe; Metrangolo, Pierangelo; Ugger, Fulvio; Arcella, Vincenzo; Casati, Alessandro; Masella, Marco; Guala, Carlo; Ranzoni, Andrea; Sallemi, Livia; Sciacca, Beniamino; Scotti, Filippo.


Volume: 25 Issue: 3 Pages: 48-50 Published: 2007


Through the multiddiciplinary ASP project, some students of Politacnico di Milano and Politecnico di Torino had the possibility to deal with the peculiar properties of fluorinated compounds. In particular, we investigated the possible exploitation of these features for biomedical applications, focusing on two specific subjects: diagnostic tools and drug delivery. Perfluoroethers revealed to be suitable materials or these uses, because of a cohesive energy density and an enthalpy of vaporization lower than those of hydrogenated ethers.

Perfluoroalkylation of aromatic compounds with perfluorodiacyl peroxides


Author(s): Resnati, Giuseppe; Wlassics, Ivan; Sansotera, Maurizio; Metrangolo, Pierangelo; Navarrini, Walter.


Volume: 25 Issue: 3 Supplement: 1 Pages: 23-25 Published: 2007.


Perfluoroalkylation of aromatics obtained by perfluorodiacyl peroxide decomposition has been studied andrationalised. Products and by-products formed are in agreement with the proposed free radical/one electron transfer mechanism.