2,5-Thienylene-Strapped [26]Hexaphyrin as Multifunctional Chemosensor for Hg, Cu, and F Ions.

The sensing behavior of 2,5-thienylene-bridged tetrakis(2,6-dichlorophenyl)-[26]hexaphyrin (2) towards various metal ions and anions were investigated by UV-vis and fluorescence spectroscopies. Using this strapped hexaphyrin (2), the molecular sensor displayed highly selective and sensitive colorimetric responses to Cu and Hg in MeOH/THF. The spectral changes are distinctive enough in the visible region of the spectrum to enable naked-eye detection.

2,5-Thienylene-Strapped Bicyclic and Tricyclic Expanded Porphyrins.

An [18]thiaporphyrin[36]dithiaoctaphyrin-[18]thiaporphyrin tricyclic macrocycle, fused through the 2,5-thienylene bridging moiety, was isolated during the preparation of 2,5-thienylene-strapped [26]hexaphyrin containing o-dichlorophenyl groups as meso substituents. The spectroscopic data of the 2,5-thienylene-strapped [26]hexaphyrin verified contributions of aromaticity from ring currents of both the [18]thiaporphyrin and the [26]hexaphyrin. The crystal structure of the tricyclic macrocycle revealed a distorted [36]dithiaoctaphyrin central core with two [18]thiaporphyrin sidewheels oriented nearly perpendicular to the mean-plane of dithiaoctaphyrin, implying the existence of independent π-conjugated systems.