Zwitterionic corroles: regioselective nucleophilic pyridination of a doubly linked biscorrole.
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.
Hiroto
Satoru
S
Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8603, Japan.
Aratani
Naoki
N
Shibata
Naoki
N
Higuchi
Yoshiki
Y
Sasamori
Takahiro
T
Tokitoh
Norihiro
N
Shinokubo
Hiroshi
H
Osuka
Atsuhiro
A
D018360:Crystallography, X-Ray; D005453:Fluorescence; D010084:Oxidation-Reduction; D011166:Porphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D011725:Pyridines / Q000138:chemical synthesis / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D011166:Porphyrins; D011725:Pyridines; C431863:corrole