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Photoactive cryptands. Synthesis of the sodium cryptates of macrobicyclic ligands containing bipyridine and phenoanthroline groups
Author(s) -
RodriguzUbis JuanCarlos,
Alpha Béatrice,
Plancherel Dominique,
Lehn JeanMarie
Publication year - 1984
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19840670833
Subject(s) - cryptand , chemistry , phenanthroline , bipyridine , yield (engineering) , 2,2' bipyridine , metal , sodium , polymer chemistry , medicinal chemistry , ion , inorganic chemistry , stereochemistry , crystallography , organic chemistry , crystal structure , materials science , metallurgy
The NaBr cryptates of five macrobicyclic ligands containing bipyridine (bpy) and phenanthroline (phen) groups, i.e , of [bpy.bpy.bpy] 1 [bpy.bpy.phen] 2 [phen.phen.‐phen] 3 [2.1.phen] 4 and [2.2.phen] 5 , have been prepared. 1, 2, 4 and 5 have been obtained in high yield by condensation of bis(bromomethyl)bipyridine 6 or ‐phenanthroline 9 with the corresponding macrocyclic diamines in presence of Na 2 CO 3 . Direct access to the NaBr complexes of th symmetrical cryptands 1 and 3 was achieved by a one‐step macrobicyclisation procedure. The metal‐ion complexes of ligands 1‐5 have the attractive feature of combining the cation inclusion , nature of cryptates with the photoactivity of bipyridine and phenanthroline groups; they may thus be expected to posses a variety of interesting physical and chemical properties.