Chiroptical properties of 1,3-diphenylallene-anchored tetrathiafulvalene and its polymer synthesis

Beilstein Journal of Organic Chemistry

Masashi Hasegawa¹  Junta Endo¹  Seiya Iwata¹  Yasuhiro Mazaki¹  Toshiaki Shimasaki² 

[1] Department of Chemistry, School of Science, Kitasato University, 1-15-1 Kitasato, Minami-ku, Sagamihara, Kanagawa 252-0373, Japan;Graduate School of Engineering, Chiba Institute of Technology, 2-17-1 Tsudanuma, Narashino, Chiba 275-0016, Japan;

关键词: allene;    axial chirality;    chiroptical properties;    redox;    tetrathiafulvalene;   

DOI  :  10.3762/bjoc.11.109

来源: DOAJ

【 摘 要 】

A novel tetrathiafulvalene dimer, bridged by a chiral 1,3-diphenylallene framework, has been prepared as an optically active compound having strong chiroptical properties. Although a chiral allene bearing strong electron-donating group(s) often undergoes slow photoracemization even in daylight, the present allene is totally configurationally stable under ordinary conditions. Each isomer possesses pronounced chiroptical properties in its ECD spectra reflecting the chiral allene framework. Moreover, the elongation of the chiral main chain was also carried out by direct C–H activation of the TTF unit, and the chiroptical properties of the resulting polymer were also investigated.

【 授权许可】

Unknown