Structure–function relationships in single molecule rectification by N-phenylbenzamide derivatives
- Yale Univ., West Haven, CT (United States); Fordham Univ., Bronx, NY (United States)
- Yale Univ., West Haven, CT (United States); Yale Univ., New Haven, CT (United States)
- Yale Univ., West Haven, CT (United States)
- Columbia Univ., New York, NY (United States)
- Yale Univ., West Haven, CT (United States); Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
Here, we examine structure–function relationships in a series of N-phenylbenzamide (NPBA) derivatives by using computational modeling to identify molecular structures that exhibit both rectification and good conductance together with experimental studies of bias-dependent single molecule conductance and rectification behavior using the scanning tunneling microscopy break-junction technique. From a large number of computationally screened molecular diode structures, we have identified NPBA as a promising candidate, relative to the other structures that were screened. We demonstrate experimentally that conductance and rectification are both enhanced by functionalization of the NPBA 4-carboxamido-aniline moiety with electron donating methoxy groups, and are strongly correlated with the energy of the conducting frontier orbital relative to the Fermi level of the gold leads used in break-junction experiments.
- Research Organization:
- Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
- Sponsoring Organization:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- Grant/Contract Number:
- AC52-06NA25396
- OSTI ID:
- 1341855
- Report Number(s):
- LA-UR-15-28629; NJCHE5
- Journal Information:
- New Journal of Chemistry, Vol. 40, Issue 9; ISSN 1144-0546
- Publisher:
- Royal Society of ChemistryCopyright Statement
- Country of Publication:
- United States
- Language:
- English
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