Hiroto Satoru, Aratani Naoki, Shibata Naoki, Higuchi Yoshiki, Sasamori Takahiro, Tokitoh Norihiro, Shinokubo Hiroshi, Osuka Atsuhiro
Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan.
Angew Chem Int Ed Engl. 2009;48(13):2388-90. doi: 10.1002/anie.200805674.
Pyridine attacks: Nucleophilic addition of pyridine derivatives to a doubly linked corrole, which is a stable singlet biradical species, occurs at the bay area with high regioselectivity to provide zwitterionic dimers (see picture; Ar = C(6)F(5)). Charge transfer between the anionic corrole and the pyridinium groups induces effective fluorescence quenching of the corrole dimer, which can be utilized for selective fluoride ion recognition.
吡啶衍生物对双连接的卟吩进行亲核加成，该卟吩是一种稳定的单重态双自由基物种，加成反应在湾区以高区域选择性发生，生成两性离子二聚体（见图；Ar = C(6)F(5)）。阴离子卟吩与吡啶鎓基团之间的电荷转移导致卟吩二聚体的有效荧光猝灭，这可用于选择性氟离子识别。
