TTF-Annulated Silicon Phthalocyanine Oligomers and Their External-Stimuli-Responsive Orientational Ordering.

Angew Chem Int Ed Engl

Department of Chemistry and Biochemistry, Graduate School of Engineering and Center for Molecular Systems, Kyushu University, Fukuoka, 819-0395, Japan.

Published: December 2020

AI Article Synopsis

  • Controlling the orientation of functional molecules is crucial for creating complex systems, similar to natural processes, but has been difficult to achieve in artificial systems.
  • The research focused on manipulating the rotational isomerism of μ-oxo silicon phthalocyanine (SiPc) oligomers, utilizing the interactions with tetrathiafulvalene (TTF) to enable different modes of orientation based on TTF's oxidation states.
  • The study demonstrated that SiPc oligomers can be effectively used in Li-ion batteries, highlighting their ability to maintain a stable structure that allows for controlled orientation of molecules, which is beneficial for advancements in molecular electronics.

Article Abstract

Orientational control of functional molecules is essential to create complex functionalities as seen in nature; however, such artificial systems have remained challenge. Herein, we have succeeded in controlling rotational isomerism of μ-oxo silicon phthalocyanine (SiPc) oligomers to achieve an external-stimuli-responsive orientational ordering using intermolecular interactions of tetrathiafulvalene (TTF). In this system, three modes of orientations, free rotation, eclipsed conformation, and staggered conformation, were interconverted in response to the oxidation states of TTF, which varied interactions from association due to formation of mixed-valence TTF dimer to dissociation due to electrostatic repulsion between TTF dications. Furthermore, a stable performance of oligomers as a cathode material in a Li-ion battery proved that the one-dimensionally stacked, rotatable structure of SiPc oligomers is useful to control the orientation of functional molecules toward molecular electronics.

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http://dx.doi.org/10.1002/anie.202011025DOI Listing

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