Molecular Logic Gates and Switches Based on 1,3,4‐Oxadiazoles Triggered by Metal Ions |
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Authors: | Ai‐Fang Li Dr. Yi‐Bin Ruan Qian‐Qian Jiang Wen‐Bin He Yun‐Bao Jiang Prof. |
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Affiliation: | Department of Chemistry, College of Chemistry and Chemical Engineering and the MOE Key Laboratory of Analytical Sciences, Xiamen University, Xiamen 361005 (China), Fax: (+86)?592‐2185662 |
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Abstract: | 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‐1,3,4‐oxadiazoles bearing a 2‐(para‐substituted)phenyl and a 5‐(o‐pyridyl) group (substituent X=NMe2, OEt, Me, H, and Cl; 1 a – 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+, Cu2+, Zn2+, Cd2+, Hg2+, and Pb2+ and the responses were dependent on the substituent X, with those of 1 d 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 1 d 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. |
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Keywords: | bidentate ligands chelates fluorescence metal ions molecular devices |
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