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Paper | Regular issue | Vol 68, No. 2, 2006, pp.307-321
Published online, 17th January, 2006
DOI: 10.3987/COM-05-10633
Designing Fluorous Domains. Synthesis of a Series of Pyridinium Salts Bearing a Perfluoroalkylated Azole Moiety

Ivana Pibiri, Andrea Pace, Silvestre Buscemi, Nicolò Vivona,* and Luciana Malpezzi

*Department of Organic Chemistry “E. Paternò”, University of Palermo, Viale delle Scienze Parco D’Orleans II, I-90128 Palermo, Italy

Abstract

The synthesis of a series of N-methylpyridinium salts bearing a perfluoroalkylated 1,2,4-oxadiazole or 1,2,4-triazole moiety is reported. X-Ray structures of representative perfluoroalkyl-triazolylpyridine (15) and methyl-pyridinium iodide salt (5a) are reported. Their crystal packing clearly shows segregation between the aromatic and parallel double layer fluorinated regions.