1215-54-9Relevant articles and documents
Molecular logic gates and switches based on 1,3,4-oxadiazoles triggered by metal ions
Li, Ai-Fang,Ruan, Yi-Bin,Jiang, Qian-Qian,He, Wen-Bin,Jiang, Yun-Bao
experimental part, p. 5794 - 5802 (2010/08/19)
Organic molecular devices for information processing applications are highly useful building blocks for constructing molecular-level machines. The development of "intelligent" molecules capable of performing logic operations would enable molecular-level devices and machines to be created. We designed a series of 2,5-diaryl-1,3,4oxadiazoles bearing a 2-(para-substituted) phenyl and a 5-(o-pyridyl) group (substituent X = NMe2, OEt, Me, H, and Cl; 1a-e) that form a bidentate chelating environment for metal ions. These compounds showed fluorescence response profiles varying in both emission intensity and wavelength toward the tested metal ions Ni2+, Cu 2+, Zn2+, Cd2+, Hg2+, and Pb 2+ and the respons-es were dependent on the substituent X, with those of 1d being the most substantial. The 1,3,4-oxadiazole O or N atom and pyridine N atom were identified as metal-chelating sites. The fluorescence responses of 1d upon metal chelation were employed for developing truth tables for OR, NOR, INHIBIT, and EnNOR logic gates as well as "ON-OFF-ON" and "OFF-ONOFF" fluorescent switches in a single 1,3,4-oxadiazole molecular system.
