Nakakuki Yusuke, Hirose Takashi, Matsuda Kenji
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku, Kyoto 615-8510, Japan.
Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.
Org Lett. 2022 Jan 21;24(2):648-652. doi: 10.1021/acs.orglett.1c04095. Epub 2022 Jan 6.
Helically twisted π-conjugated compounds are promising candidates for chiroptical dyes with strong circular dichroism and circularly polarized luminescence. Herein we report the synthesis of tetrabenzo[,,,][7]helicene as a near-infrared (NIR) emitter with thermally stable helical chirality. Tetrabenzo[7]helicene (CH), which consists of only 44 carbon atoms, showed broad fluorescence in the NIR region up to 850 nm. On the basis of density functional theory calculations, the NIR emission was attributed to the large orbital interaction between two dibenzo[,]anthracene units.
螺旋扭曲的π共轭化合物是具有强圆二色性和圆偏振发光的手性光学染料的有前途的候选物。在此，我们报道了作为具有热稳定螺旋手性的近红外（NIR）发射体的四苯并[,,,][7]螺旋烯的合成。仅由44个碳原子组成的四苯并[7]螺旋烯（CH）在高达850 nm的近红外区域显示出宽荧光。基于密度泛函理论计算，近红外发射归因于两个二苯并[,]蒽单元之间的大轨道相互作用。
