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Towards Allosteric Receptors – Synthesis of Resorcinarene‐Functionalized 2,2′‐Bipyridines and Their Metal Complexes
Author(s) -
Staats Holger,
Eggers Friederike,
Haß Oliver,
Fahrenkrug Frank,
Matthey Jens,
Lüning Ulrich,
Lützen Arne
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900642
Subject(s) - chemistry , resorcinarene , steric effects , allosteric regulation , monomer , supramolecular chemistry , transition metal , combinatorial chemistry , bipyridine , stereochemistry , metal , coordination complex , molecule , catalysis , organic chemistry , polymer , crystal structure , enzyme
Based on a first example of an allosteric hemicarcerand ( 1 ) we prepared four new 2,2′‐bipyridines that carry resorcinarene moieties in a highly convergent manner. Upon coordination to suitable transition metal ions or their complexes these compounds undergo conformational changes in a way that they switch between “ open ” and “ closed ” forms ( 2 , 3 , and 4 ) or vice versa ( 5 ), thus, bringing together or separating the two functional moieties on the central bipyridine. Among the transition metal complexes that act as effectors for the conformational switching, [Re(CO) 5 Cl] and monomeric copper(I) complexes of sterically hindered 2,9‐arylated 1,10‐phenanthrolines proved to be very effective. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)