Premium
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 .