A Saturn-Like Complex Composed of Macrocyclic Oligothiophene and C60 Fullerene: Structure, Stability, and Photophysical Properties in Solution and the Solid State

Hideyuki Shimizu, Kyu Hyung Park, Hiroyuki Otani, Shinobu Aoyagi, Tohru Nishinaga, Yoshio Aso, Dongho Kim, Masahiko Iyoda

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A Saturn-like 1:1 complex composed of macrocyclic oligothiophene E-8T7A and C60 fullerene (C60) was synthesized to investigate the interaction between macrocyclic oligothiophenes and C60 in solution and the solid state. Because the Saturn-like 1:1 complex E-8T7A⋅C60 is mainly stabilized by van der Waals interactions between C60 and the sulfur atoms of the E-8T7A macrocycle, C60 is rather weakly incorporated inside the macro-ring in solution. However, in the solid state the Saturn-like 1:1 complex preferentially formed single crystals or nanostructured polymorphs. Interestingly, X-ray analysis and theoretical calculations exhibited hindered rotation of C60 in the Saturn-like complex due to interactions between C60 and the sulfur atoms. Furthermore, the photoinduced charge transfer (CT) interaction between E-8T7A and C60 in solution was investigated by using femtosecond transient absorption (TA) spectroscopy. The ultrafast TA spectral changes in the photoinduced absorption bands were attributed to the CT process in the Saturn-like structure.

Original languageEnglish
Pages (from-to)3793-3801
Number of pages9
JournalChemistry - A European Journal
Volume24
Issue number15
DOIs
Publication statusPublished - 2018 Mar 12

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Fullerenes
Sulfur
Charge transfer
Atoms
X ray analysis
Polymorphism
Absorption spectroscopy
Macros
Absorption spectra
Single crystals
fullerene C60

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

Cite this

Shimizu, Hideyuki ; Park, Kyu Hyung ; Otani, Hiroyuki ; Aoyagi, Shinobu ; Nishinaga, Tohru ; Aso, Yoshio ; Kim, Dongho ; Iyoda, Masahiko. / A Saturn-Like Complex Composed of Macrocyclic Oligothiophene and C60 Fullerene : Structure, Stability, and Photophysical Properties in Solution and the Solid State. In: Chemistry - A European Journal. 2018 ; Vol. 24, No. 15. pp. 3793-3801.
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A Saturn-Like Complex Composed of Macrocyclic Oligothiophene and C60 Fullerene : Structure, Stability, and Photophysical Properties in Solution and the Solid State. / Shimizu, Hideyuki; Park, Kyu Hyung; Otani, Hiroyuki; Aoyagi, Shinobu; Nishinaga, Tohru; Aso, Yoshio; Kim, Dongho; Iyoda, Masahiko.

In: Chemistry - A European Journal, Vol. 24, No. 15, 12.03.2018, p. 3793-3801.

Research output: Contribution to journalArticle

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AU - Kim, Dongho

AU - Iyoda, Masahiko

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