Kuzuhara Daiki, Sakaguchi Mika, Furukawa Wataru, Okabe Takuya, Aratani Naoki, Yamada Hiroko
Graduate School of Materials Science, Nara Institute of Science and Technology, 8916-5 Takayama-cho, Ikoma 630-0192, Japan.
Molecules. 2017 May 31;22(6):908. doi: 10.3390/molecules22060908.
9,10-Quinoxaline-fused porphycenes and were synthesized by intramolecular McMurry coupling. As a result of the annulation of the quinoxaline moiety on the porphycene skeleton, and display absorption and fluorescence in the near infra-red (NIR) region. Additionally, the quinoxaline moieties of and act as electron-withdrawing groups, introducing lower reduction potentials than for pristine porphycene. The protonation occurred at the nitrogen atoms in the cavity of freebase porphycenes and at the quinoxaline moieties for their nickel complexes to give diprotonic species.
9,10-喹喔啉稠合卟吩 通过分子内麦克默里偶联反应合成。由于喹喔啉部分在卟吩骨架上的环化作用, 和 在近红外(NIR)区域显示吸收和荧光。此外, 和 的喹喔啉部分作为吸电子基团,引入了比原始卟吩更低的还原电位。质子化发生在游离碱卟吩空腔中的氮原子上以及它们的镍配合物的喹喔啉部分上,从而产生双质子物种。