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- W2212359865 abstract "Oxidation of a nonaromatic Siamese-twin porphyrin, a pyrazole-containing expanded porphyrin with two porphyrinlike binding pockets, with a stoichiometric amount of the two-electron, two-proton oxidizing agent 2,3-dichloro-5,6-dicyano-1,4-benzochinone led to the formation of a single N(pz) -C(o-Ph) linkage between the pyrazole unit with a neighboring meso-phenyl group, forming a pyrazolo- [1,5-a]indole moiety. Repeated treatment with a second equivalent of the oxidant yielded a doubly N-fused species, involving the second pyrazole moiety. The conversion products were characterized by variable-temperature and multinuclear 1D and 2D NMR spectroscopy. The fusions strongly alter the conformation of the macrocycles, as shown by X-ray diffraction analyses of all three compounds, eventually leading to a folded structure. UV/Vis and NMR-spectroscopic investigations indicated the presence of highly delocalized but nonmacrocycle-aromatic π systems. This behavior of the Siamese-twin porphyrin in response to oxidation is in contrast to the behavior of related all-pyrrole-based expanded macrocycles that switch, by redox processes and protonation, between Hückel and Möbius aromatic states." @default.
- W2212359865 created "2016-06-24" @default.
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- W2212359865 date "2015-12-16" @default.
- W2212359865 modified "2023-10-02" @default.
- W2212359865 title "Siamese-Twin Porphyrin Origami: Oxidative Fusing and Folding" @default.
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- W2212359865 doi "https://doi.org/10.1002/chem.201503699" @default.
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