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A New Type of Calixarene: Octahydroxypyridine[4]arenes
Author(s) -
Gerkensmeier Thorsten,
Mattay Jochen,
Näther Christian
Publication year - 2001
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(20010119)7:2<465::aid-chem465>3.0.co;2-a
Subject(s) - calixarene , resorcinol , chemistry , organic chemistry , molecule
A new type of calixarene has been synthesised. Like resorcinol and a number of resorcinol derivatives, 2,6‐dihydroxypyridine has been proven to form cyclic tetramers in moderate yields with a number of aliphatic and two aromatic aldehydes in acidic media. The problem of the formation of configurational isomers can be reduced by increasing the reaction temperature and time. With electron‐rich aromatic aldehydes, 2,6‐dihydroxypyridine unexpectedly yields deep‐coloured acyclic quinoid systems. The octahydroxypyridine[4]arenes may have a high potential as receptors for molecular recognition and self organisation.