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Electronic Communication across Porphyrin Hexabenzocoronene Isomers
Author(s) -
Martin Max M.,
Lungerich Dominik,
Haines Philipp,
Hampel Frank,
Jux Norbert
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201903654
Subject(s) - porphyrin , molecule , electrode , materials science , electrochemistry , spectroscopy , electronic structure , optoelectronics , nanotechnology , chemistry , photochemistry , computational chemistry , physics , organic chemistry , quantum mechanics
Single‐molecule electronic components (SMECs) are envisioned as next‐generation building blocks in quantum circuit systems. However, challenges such as the reproducibility of the electrode attachment to the individual molecules hamper their fundamental investigation. For our purpose, we introduced quasi optoelectronic electrodes (QOEs) that allow for rapid investigations of the properties and suitability of compounds for molecular electronic devices. In particular, we probed hexa‐peri‐hexabenzocoronene (HBC) as a model system for D 6 h ‐symmetrical nanographenes, with porphyrins as QOEs attached to the periphery. We prepared selectively bis‐porphyrin‐functionalized HBCs with ortho ‐, meta ‐ and para ‐substitution and studied their communication properties, in correlation to the geometrical alignment and size of the system, by electrochemistry and optical spectroscopy. Further insights into structure–property relationships were gained by DFT calculations and X‐ray diffraction analysis.