TY - JOUR
T1 - Fused corrole dimers interconvert between nonaromatic and aromatic states through two-electron redox reactions
AU - Ooi, Shota
AU - Tanaka, Takayuki
AU - Park, Kyu Hyung
AU - Lee, Sangsu
AU - Kim, Dongho
AU - Osuka, Atsuhiro
N1 - Publisher Copyright:
© 2015 Wiley-VCH Verlag GmbH & Co. KGaA.
PY - 2015/3/2
Y1 - 2015/3/2
N2 - A singly linked corrole dimer was synthesized by condensation of a dipyrromethane-1-carbinol with 1,1,2,2-tetrapyrroethane. Oxidation of the dimer gave doubly linked corrole dimers 9 and 10 as the first examples of fused corrole dimers involving a meso-meso linkage. Dimers 9 and 10 exhibit characteristic 1H NMR spectra, absorption spectra, excited-state dynamics, and two-photon absorption (TPA) values, which indicate the nonaromatic nature of 9 and the aromatic nature of 10. Interestingly, 9 is fairly stable despite its unusual 2H-corrole structure, which has been ascribed to the presence of two direct connections between the individual corrole units.
AB - A singly linked corrole dimer was synthesized by condensation of a dipyrromethane-1-carbinol with 1,1,2,2-tetrapyrroethane. Oxidation of the dimer gave doubly linked corrole dimers 9 and 10 as the first examples of fused corrole dimers involving a meso-meso linkage. Dimers 9 and 10 exhibit characteristic 1H NMR spectra, absorption spectra, excited-state dynamics, and two-photon absorption (TPA) values, which indicate the nonaromatic nature of 9 and the aromatic nature of 10. Interestingly, 9 is fairly stable despite its unusual 2H-corrole structure, which has been ascribed to the presence of two direct connections between the individual corrole units.
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U2 - 10.1002/anie.201411242
DO - 10.1002/anie.201411242
M3 - Article
AN - SCOPUS:85027925652
VL - 54
SP - 3107
EP - 3111
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 10
ER -