Molecular Logic Gates and Switches Based on 1,3,4-Oxadiazoles Triggered by Metal Ions

作者：Li Ai Fang; Ruan Yi Bin; Jiang Qian Qian; He Wen Bin; Jiang Yun Bao^*

来源：Chemistry - A European Journal, 2010, 16(19): 5794-5802.

DOI：10.1002/chem.200903265

• bidentate ligands
• chelates
• fluorescence
• metal ions
• molecular devices

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-diary1-1,3,4-oxadiazoles bearing a 2-(para-substituted)phenyl and a 5-(o-pyridyl) group (substituent X = NMe(2), 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 Ni, Cu(2+), Zn(2+), Cd(2+), Hg(2+), and Pb(2+) and the responses 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-ON-OFF" fluorescent switches in a single 1,3,4-oxadiazole molecular system.

• 出版日期2010
• 单位厦门大学