Synthesis, Single Crystal, and Physical Properties of Asymmetrical Thiophene/Selenophene-Fused Twistacenes.
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/H2O through re-precipitation method.
College of Chemistry and Environmental Science, Key Laboratory of Chemical Biology of Hebei Province, Hebei University, Baoding, 071002, P. R. China.
Bo
B
Lv
Key Laboratory of Organic Solids, Beijing National Laboratory for Molecular Science (BNLMS), Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
Xingxing
X
Shen
College of Chemistry and Environmental Science, Key Laboratory of Chemical Biology of Hebei Province, Hebei University, Baoding, 071002, P. R. China. jcxiaoicas@163.com.
Jinchong
J
Xiao
College of Chemistry and Environmental Science, Key Laboratory of Chemical Biology of Hebei Province, Hebei University, Baoding, 071002, P. R. China.
Jingdan
J
Duan
School of Chemistry and Chemical Engineering of, University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.
Xuefei
X
Wang
Key Laboratory of Organic Solids, Beijing National Laboratory for Molecular Science (BNLMS), Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China. ypyi@iccas.ac.cn.
Yuanping
Y
Yi
D018360:Crystallography, X-Ray; D055664:Electrochemical Techniques; D008968:Molecular Conformation; D016566:Organoselenium Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D011789:Quantum Theory; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry*
D016566:Organoselenium Compounds; D013876:Thiophenes
heteroacenes; optical property; self-assembly; synthesis; twisted structures