Complex molecular logic gates from simple molecules

Abstract

Molecular logic gates (MLGs) are compounds that can solve Boolean logic operations to give an answer (OUTPUT) upon receiving a stimulus (INPUT). These derivatives can be used as biological sensors and are promising substitutes for the present logic gates. Although MLGs with complex molecular structures have been reported, they often show stability problems. To address this problem, we describe herein six stable pseudo-hemiindigo-derived MLGs capable of solving complex logic operations. MLGs 7, 8, 9, and 10 can solve a complex logic operation connecting 4 logic gates using 2 different wavelengths (445 nm and 400 nm) and the presence of p-TsOH and triethylamine (TEA) as inputs; MLG 11 solves a complex logic operation connecting 3 logic gates and uses 3 inputs, one wavelength of 445 nm and the presence of p-TsOH and TEA; and MLG 12 can only solve one logic operation (INH) and uses only the presence of p-TsOH and TEA as an input. Each operating method of the MLGs was evaluated with several techniques; proton interactions with MLGs were screened with NMR by titrating with p-TsOH, the photochemical properties were examined with absorption ultraviolet-visible (UV-Vis) spectroscopy, and the isomerization dynamics were examined with NMR using the two wavelengths for isomerization (photostationary isomer). The results indicate that the pseudo-hemiindigo-derived MLGs described herein can be applied as multiplexers or data selectors that are necessary for the transient flow of information for biological and computer systems. Finally, to design different MLGs and a system that can treat more information as complex logic gates (demultiplexers), two and three MLGs were mixed in different experiments. In both cases, four inputs were employed (445 nm, 400 nm, p-TsOH and TEA), yielding more outputs. Detailed information about the system dynamics was obtained from NMR experiments.