Structure-function relationships in single molecule rectification by: N -phenylbenzamide derivatives

Christopher Koenigsmann, Wendu Ding, Matthieu Koepf, Arunabh Batra, Latha Venkataraman, Christian F.A. Negre, Gary W. Brudvig, Robert H. Crabtree, Victor S. Batista, Charles A. Schmuttenmaer

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)


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.

Original languageEnglish
Pages (from-to)7373-7378
Number of pages6
JournalNew Journal of Chemistry
Issue number9
Publication statusPublished - 2016

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

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