Dendrimers with anthyridine-based hydrogen-bonding units at their cores: Synthesis, complexation and self-assembly studies
摘要:
Generation 1-4 Frechet-type dendritic bromides were covalently linked to anthyridine (6) to give ''sticky'' dendrons 7a-7d. The binding constants of 1:1 complexes between 7 and benzamidinium salt 8 were measured to assess their ability to act as building blocks for self-assembly. A 2:1 complex of 7 and pentamidine 9 formed in 1% CD3CN/CDCl3 indicating the utility of these compounds for constructing larger dendritic assemblies. (C) 1997 Elsevier Science Ltd.
Convenient synthesis of 2-amino-1,8-naphthyridines, building blocks for host-guest and self-assembling systems
摘要:
Application of the Reimer-Tiemann reaction to 2,6-diaminopyridine afforded a 26% yield of 2,6-diaminopyridine-3-carboxaldehyde (4) and a small amount (4%) of 2,6-diaminopyridine-3,5-dicarboxaldehyde. Alternatively, conversion of 2,6-diaminopyridine to 2,6-bis(pivaloylamino)pyridine (6), directed lithiation with n-butyllithium, treatment with N-formylmorpholine, and hydrolysis produced 4 in 67% overall yield. The Friedlander condensation of 4 with a variety of activated and unactivated ketones afforded 2-amino-1,8-naphthyridines and bis(2-amino-1,8-naphthyridines) in moderate to good yields, providing a convenient synthesis of useful building blocks for new host-guest and self-assembling systems.