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Calix[6]pyrrole and Hybrid Calix[ n ]furan[ m ]pyrroles ( n + m =6): Syntheses and Host–Guest Chemistry
Author(s) -
Cafeo Grazia,
Kohnke Franz H.,
La Torre Giovanna L.,
Parisi Melchiorre F.,
Pistone Nascone Rosetta,
White Andrew J. P.,
Williams David J.
Publication year - 2002
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20020715)8:14<3148::aid-chem3148>3.0.co;2-b
Subject(s) - pyrrole , chemistry , furan , supramolecular chemistry , calixarene , halogen , picrate , titration , chloride , medicinal chemistry , polymer chemistry , organic chemistry , molecule , ion , alkyl
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.