Author/Authors :
Buscemi، نويسنده , , Silvestre and Pace، نويسنده , , Andrea and Piccionello، نويسنده , , Antonio Palumbo and Pappalardo، نويسنده , , Sebastiano and Garozzo، نويسنده , , Domenico and Pilati، نويسنده , , Tullio and Gattuso، نويسنده , , Giuseppe and Pappalardo، نويسنده , , Andrea and Pisagatti، نويسنده , , Ilenia and Parisi، نويسنده , , Melchiorre F.، نويسنده ,
Abstract :
Exhaustive O-arylation of p-tert-butylcalix[n]arenes 2 (n = 4–8) with an excess of 3-pentadecafluoroheptyl-5-pentafluorophenyl-1,2,4-oxadiazole 3 and K2CO3 in refluxing acetonitrile provides an easy entry to a new family of perfluorinated calix[n]arenes 1. The cyclic tetramer furnishes a mixture of cone, partial cone, and 1,2-alternate conformers, while the larger macrocycles afford single products. The structures of all new compounds are substantiated by NMR techniques and MALDI-TOF mass spectral data. Single-crystal X-ray diffraction studies on the pentamer derivative 1b reveal a distorted cone-in conformation of the calixarene cup.
