TITLE:
Synthesis and Enhanced Guest-Binding Affinities of Dendrimer-Based Cyclophane Tetramer and Octamer
AUTHORS:
Osamu Hayashida, Tomomi Nakashima, Yu Kaku
KEYWORDS:
Cyclophane Oligomer; Host-Guest Chemistry; Multivalency Effect
JOURNAL NAME:
Advances in Chemical Engineering and Science,
Vol.3 No.3A1,
July
15,
2013
ABSTRACT: Dendritic cyclophane tetramer and octamer
were prepared by aminolysis of succinimidyl ester derivative of tetraaza [6.1.6.1] paracyclophane
with the corresponding poly(amidoamine) dendrimers as a scaffold, followed by removal
of the protecting groups. The present cyclophane tetramer and octamer showed
enhanced guest-binding affinities toward fluorescent guests such as 6-p-toluidinonaphthalene-2-sulfonate and
6-anilinonaphthalene-2-sulfonate, in comparison with those of monocyclic
cyclophane, reflecting multivalency effects in macrocycles.