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Synthesis, Single Crystal, and Physical Properties of Asymmetrical Thiophene/Selenophene‐Fused Twistacenes
Author(s) -
Lv Bo,
Shen Xingxing,
Xiao Jinchong,
Duan Jingdan,
Wang Xuefei,
Yi Yuanping
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201500733
Subject(s) - thiophene , dihedral angle , fluorescence , molecule , materials science , single crystal , crystal structure , oxide , crystallography , photochemistry , chemistry , organic chemistry , optics , physics , hydrogen bond , metallurgy
Two asymmetrical twistacenes, PyPT and PyPS , have been synthesized and characterized. Single crystal X‐ray analyses show that both of them have twisted structures with a torsion angle of 26.65° for PyPT and 26.59° for PyPS measured between plane C5‐C23‐C25 and plane C13‐C15‐C26. The thiophene/selenophene‐fused acenes emit blue fluorescence with quantum yields of 0.39 for PyPT and 0.04 for PyPS in organic solvents, whereas the all‐carbon molecule HBP emits green fluorescence. Meanwhile, PyPT and PyPS show a similar reversible oxide procedure with the onset potentials of 0.73 and 0.72 V, respectively. In addition, PyPT and PyPS can self‐assemble to form nanoparticles in a mixture of THF/H 2 O through re‐precipitation method.