TY - JOUR A1 - Matsumura, Mio A1 - Yamada, Mizuki A1 - Muranaka, Atsuya A1 - Kanai, Misae A1 - Kakusawa, Naoki A1 - Hashizume, Daisuke A1 - Uchiyama, Masanobu A1 - Yasuike, Shuji T1 - Synthesis and photophysical properties of novel benzophospholo[3,2-b]indole derivatives JF - Beilstein Journal of Organic Chemistry PY - 2017/// VL - 13 SP - 2304 EP - 2309 SN - 1860-5397 DO - 10.3762/bjoc.13.226 PB - Beilstein-Institut JA - Beilstein J. Org. Chem. UR - https://doi.org/10.3762/bjoc.13.226 KW - benzophospholo[3,2-b]indole KW - DFT calculation KW - molecular structure KW - phosphole derivatives KW - photophysical property N2 - The parent benzophospholo[3,2-b]indole was prepared by the reaction of dichlorophenylphosphine with a dilithium intermediate, which was prepared in two steps from 2-ethynyl-N,N-dimethylaniline. Using the obtained benzophosphole-fused indole as a common starting material, simple modifications were carried out at the phosphorus center of the phosphole, synthesizing various functionalized analogs. The X-ray structure analysis of trivalent phosphole and phosphine oxide showed that the fused tetracyclic moieties are planar. The benzophosphole-fused indoles, such as phosphine oxide, phospholium salt, and borane complex, exhibited strong photoluminescence in dichloromethane (Φ = 67–75%). ER -