Photoactive cryptands. Synthesis of the sodium cryptates of macrobicyclic ligands containing bipyridine and phenoanthroline groups

✍ Scribed by Juan-Carlos Rodriguz-Ubis; Béatrice Alpha; Dominique Plancherel; Jean-Marie Lehn

• Publisher: John Wiley and Sons
• Year: 1984
• Tongue: German
• Weight: 424 KB
• Volume: 67
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19840670833

✦ Synopsis

Abstract

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.