Calix[6]pyrrole and hybrid calix[n]furan[m]pyrroles (n+m=6): syntheses and host-guest chemistry.

Autor: Cafeo G; Dipartimento di Chimica Organica e Biologica, Università di Messina, Italy., Kohnke FH, La Torre GL, Parisi MF, Pistone Nascone R, White AJ, Williams DJ
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2002 Jul 15; Vol. 8 (14), pp. 3148-56.
DOI: 10.1002/1521-3765(20020715)8:14<3148::AID-CHEM3148>3.0.CO;2-B
Abstrakt: Calix[6]pyrrole 2 and the "hybrid systems" calix[3]furan[3]pyrrole 12, calix[2]furan[4]pyrrole 13, and calix[1]furan[5]pyrrole 14, have been synthesized by increasing conversion of the furan units present in the readily accessible calix[6]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 calix[6]pyrrole 2 with chloride and bromide, and the 1:1 complex of 14 with chloride are also reported.
Databáze: MEDLINE