Synthesis, structures, and physical properties of benzo[k]fluoranthene-based linear acenes.
This work describes the syntheses, crystal structures, photophysical properties, and electro-chemical analyses of benzo[k]fluoranthene-based linear acenes, together with ab initio density functional theory computations on them. The molecules were prepared in generally moderate to good yields through Pd-catalyzed cycloadditions between 1,8-diethynylnaphthalene derivatives and aryl iodides. This protocol is simpler and more efficient than conventional methods. The scope and limitations of this reaction were examined. The structures of compounds 4hb, 15ac, 17ab, 19ac, and 24je were determined by X-ray analysis; they are either bent or twisted, rather than planar. The photophysical and electrochemical properties of these cycloadducts were also investigated and compared with computational predictions based on density functional theory.
Kung
Yun-Hua
YH
Department of Chemistry, National Cheng Kung University, No. 1 Ta-Hsueh Rd., 70101 Tainan, Taiwan.
Cheng
Yu-Sung
YS
Tai
Chia-Cheng
CC
Liu
Wei-Szu
WS
Shin
Chien-Chueh
CC
Ma
Chih-Chung
CC
Tsai
Yi-Chan
YC
Wu
Tsun-Cheng
TC
Kuo
Ming-Yu
MY
Wu
Yao-Ting
YT