Dipolar Nanocars Based on a Porphyrin Backbone.

Chemistry : a European Journal
Toshio NishinoGwénael Rapenne

Abstract

The design and synthesis of a new family of nanocars is reported. To control their motion, we integrated a dipole which can be tuned thanks to strategic donor and acceptor substituents at the 5- and 15-positions of the porphyrin backbone. The two other meso positions are substituted with ethynyltriptycene moieties which are known to act as wheels. Full characterization of nine nanocars is presented as well as the electrochemistry of these push-pull molecules. DFT calculations allowed us to evaluate the magnitude of the dipoles and to understand the electrochemical behavior and how it is affected by the electron donating and accepting groups present. An X-ray crystal structure of one nanocar has also been obtained.

References

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Citations

Jun 25, 2021·Chemical Science·Seifallah AbidGwénaël Rapenne
Oct 22, 2020·The Journal of Organic Chemistry·Alexis van VenrooyAnton V Dubrovskiy
Sep 8, 2021·Chemistry : a European Journal·Yohan GisbertGwénaël Rapenne

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