Self‐Assembly and Fluorescence Properties of [60]Fullerene‐Pentacene Monoadducts | Zendy

Kubo Kentaro | Zendy; Tajima Tomoyuki | Zendy; Shirai Hitoshi | Zendy; Nishihama Takuya | Zendy; Takaguchi Yutaka | Zendy

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Self‐Assembly and Fluorescence Properties of [60]Fullerene‐Pentacene Monoadducts

Author(s) -

Kubo Kentaro,

Tajima Tomoyuki,

Shirai Hitoshi,

Nishihama Takuya,

Takaguchi Yutaka

Publication year - 2017

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201602074

Subject(s) - pentacene , fullerene , fluorescence , intermolecular force , moiety , molecule , photochemistry , chloroform , fluorescence spectroscopy , spectroscopy , crystallography , materials science , chemistry , stereochemistry , nanotechnology , organic chemistry , physics , layer (electronics) , quantum mechanics , thin film transistor

The highly soluble [60]fullerene‐pentacene monoadducts 2 a and 2 b were synthesized by a Diels‐Alder reaction between [60]fullerene and pentacene derivatives. The single‐crystal X‐ray diffraction analysis of 2 a revealed an attractive intermolecular interaction between [60]fullerene moiety of one molecule and the pentacene arms of an adjacent molecule, resulting in the formation of head‐to‐tail dimers in solution. This self‐association behavior of 2 a and 2 b was also observed by 1 H NMR and fluorescence spectroscopy in chloroform. Both the excitation and emission wavelengths can be modulated via the concentration of 2 a and 2 b .

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