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Calix[6]pyrrole and hybrid calix[n]furan[m]pyrroles (n+m=6): syntheses and host-guest chemistry
Authors:Cafeo Grazia  Kohnke Franz H  La Torre Giovanna L  Parisi Melchiorre F  Pistone Nascone Rosetta  White Andrew J P  Williams David J
Institution:Dipartimento di Chimica Organica e Biologica, Università di Messina, Italy.
Abstract:Calix6]pyrrole 2 and the "hybrid systems" calix3]furan3]pyrrole 12, calix2]furan4]pyrrole 13, and calix1]furan5]pyrrole 14, have been synthesized by increasing conversion of the furan units present in the readily accessible calix6]furan 3 to pyrroles. The host-guest chemistry of these novel macrocycles towards a number of anions, including halogen ions, dihydrogen phosphate, hydrogen sulfate, nitrate, and cyanide has been investigated in solution by (1)H NMR titration techniques and/or phase transfer experiments. The solid-state structures of the free receptors 2, 12, and 13, the 1:1 complexes of calix6]pyrrole 2 with chloride and bromide, and the 1:1 complex of 14 with chloride are also reported.
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