Two-electron Oxidation of a Twisted Non Anti-aromatic 40π Expanded Isophlorin

Please use this identifier to cite or link to this item: http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/2676

Title:	Two-electron Oxidation of a Twisted Non Anti-aromatic 40π Expanded Isophlorin
Authors:	Gupta, Prachi Panchal, Santosh P. ANAND, V. G. Dept. of Chemistry
Keywords:	Two-electron Oxidation Non Anti-aromatic 40? Expanded Isophlorin Isophlorin Anti-aromaticity aromaticity Porphyrin macrocycles Electron transfer 2016
Issue Date:	Nov-2016
Publisher:	Indian Academy of Sciences
Citation:	Journal of Chemical Sciences, 128(11), 1703-1707.
Abstract:	Expanded isophlorins are typical examples for stable anti-aromatic systems. Paratropic ring current effects are observed in their NMR spectra mainly due to their planar conformation. Herein we report the synthesis of the first twisted 40 π expanded isophlorin and also its two-electron oxidation to a 38 π dication. It sustains the twisted conformation for the 4n π and (4n + 2) π electrons. Due to the non-planar conformation, they do not display ring current effects in their respective1H NMR spectrum. NICS calculations reveal the non-(anti)aromatic features for the neutral 40 π and the 38 π dication species.
URI:	http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/2676 https://doi.org/10.1007/s12039-016-1187-9
ISSN:	0973-7103
Appears in Collections:	JOURNAL ARTICLES

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