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Detecting Individual Bond Switching within Amides in a Tunneling Junction

Ming‐Zhu Huang, Qinghai Zhou, Feng Liang, Lei Yu, Bohuai Xiao, Yunchuan Li, Mingyang Zhang, Yan Chen, Jin He, Shengxiong Xiao, Shuai Chang

2021Nano Letters21 citationsDOI

Abstract

Amides are essential in the chemistry of life. Detecting the chemical bond states within amides could unravel the nature of amide stabilization and planarity, which is critical to the structure and reactivity of such molecules. Yet, so far, no work has been reported to detect or measure the bond changes at the single-molecule level within amides. Here, we show that a transition between single and double bonds between N and C atoms in an amide can be monitored in real time in a nanogap between gold electrodes via the generation of distinctive conductance features. Density functional theory simulations show that the switching between amide isomers proceeds via a proton transfer process facilitated by a water molecule bridge, and the resulting molecular junctions display bimodal conductance states with a difference as much as nine times.

Topics & Concepts

ConductanceMoleculeAmidePlanarity testingChemistryChemical physicsReactivity (psychology)Density functional theoryBreak junctionQuantum tunnellingDeprotonationComputational chemistryNanotechnologyCrystallographyMaterials scienceIonOrganic chemistryPhysicsOptoelectronicsCondensed matter physicsPathologyMedicineAlternative medicineMolecular Junctions and NanostructuresAdvanced biosensing and bioanalysis techniquesElectrochemical Analysis and Applications