Amethyrin-type expanded porphyrins that display anti-aromatic character upon protonation

The use of protonation to switch nonaromatic expanded porphyrinsto their corresponding anti-aromatic forms has not been widelyexplored. Here, we show that free-base pyriamethyrin and dipyr-iamethyrin display nonaromatic character, as inferred from NMRspectroscopic analyses, their optical properties,...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2020-07, Vol.56 (69)
Hauptverfasser:	Root, Harrison D., Mangel, Daniel N., Brewster, James T., Zafar, Hadiqa, Samia, Adam, Henkelman, Graeme, Sessler, Jonathan L.
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Sprache:	eng
Schlagworte:	INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
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container_title	Chemical communications (Cambridge, England)
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creator	Root, Harrison D. Mangel, Daniel N. Brewster, James T. Zafar, Hadiqa Samia, Adam Henkelman, Graeme Sessler, Jonathan L.
description	The use of protonation to switch nonaromatic expanded porphyrinsto their corresponding anti-aromatic forms has not been widelyexplored. Here, we show that free-base pyriamethyrin and dipyr-iamethyrin display nonaromatic character, as inferred from NMRspectroscopic analyses, their optical properties, and theoreticalcalculations. Addition of two protons extends thep– conjugationof these amethyrin analogues and yields formally anti-aromaticsystems.
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title	Amethyrin-type expanded porphyrins that display anti-aromatic character upon protonation
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