Quantum interference and heteroaromaticity of para- and meta-linked bridged biphenyl units in single molecular conductance measurements

Scientific Reports
Markus GantenbeinMartin R Bryce

Abstract

Is there a correlation between the (hetero)aromaticity of the core of a molecule and its conductance in a single molecular junction? To address this question, which is of fundamental interest in molecular electronics, oligo(arylene-ethynylene) (OAE) molecular wires have been synthesized with core units comprising dibenzothiophene, carbazole, dibenzofuran and fluorene. The biphenyl core has been studied for comparison. Two isomeric series have been obtained with 4-ethynylpyridine units linked to the core either at para-para positions (para series 1-5) or meta-meta positions (meta series 6-10). A combined experimental and computational study, using mechanically controlled break junction measurements and density functional theory calculations, demonstrates consistently higher conductance in the para series compared to the meta series: this is in agreement with increased conjugation of the π-system in the para series. Within the para series conductance increases in the order of decreasing heteroaromaticity (dibenzothiophene < carbazole < dibenzofuran). However, the sequence is very different in the meta series, where dibenzothiophene ≈ dibenzofuran < carbazole. Excellent agreement between theoretical and experimental conductance va...Continue Reading

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Citations

Jan 10, 2019·Journal of Physics. Condensed Matter : an Institute of Physics Journal·Umesh Dhakal, Dhurba Rai
Nov 7, 2019·Acta Crystallographica. Section C, Structural Chemistry·Alexander VashchenkoElena Schmidt
Dec 22, 2020·Chemical Communications : Chem Comm·Maximilian SchmidtEdmund Leary
Jun 11, 2021·Nanoscale·Luke J O'Driscoll, Martin R Bryce
Apr 24, 2020·Journal of the American Chemical Society·Zhi-Hao ZhaoLi-Jun Wan
Oct 3, 2019·The Journal of Physical Chemistry Letters·Saman NaghibiRichard J Nichols
Jan 2, 2018·Journal of the American Chemical Society·Thijs StuyverMercedes Alonso
May 14, 2019·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Gilles YzambartMartin R Bryce
Oct 24, 2020·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Yuru LiuRyan C Chiechi
Sep 4, 2021·The Journal of Physical Chemistry. C, Nanomaterials and Interfaces·Luke J O'DriscollMartin R Bryce

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Methods Mentioned

BETA
NMR

Software Mentioned

SIESTA
MCBJ

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