TITLE:
Synthesis of a Rhodamine-Appended Cyclophane as a Fluorescence Host in Water
AUTHORS:
Osamu Hayashida, Yu Kaku
KEYWORDS:
Host-Guest Chemistry, Water-Soluble Cyclophane, Fluorescent Sensing
JOURNAL NAME:
Advances in Chemical Engineering and Science,
Vol.4 No.4,
September
19,
2014
ABSTRACT: A
cationic water-soluble cyclophane (1a) having a rhodamine moiety as a
red-fluorescence fluorophore was prepared by reaction of a monoamine derivative
of tetraaza[6.1.6.1]paracyclophane having three N-t-butoxycarbonyl-β-alanine residues with
rhodamine B isothiocyanate, followed by removal of the protecting groups. The
guest-binding behavior of 1a toward anionic guests such as dabsyl derivative
and 4-(1-pyrene)butanoate was investigated by fluorescence spectroscopy. The
results suggested the formation of host-guest complexes with a stoichiometric
ratio of 1:1 and the binding constants (K)
of the host-guest complexes were evaluated.