Deciphering aromaticity in porphyrinoids via adaptive natural density partitioning

Alexander S. Ivanov; Alexander I. Boldyrev

doi:10.1039/c4ob01018c

Deciphering aromaticity in porphyrinoids via adaptive natural density partitioning

Alexander S. Ivanov, Alexander I. Boldyrev

Nanomaterials Chemistry Group

Research output: Contribution to journal › Article › peer-review

52 Scopus citations

Abstract

The adaptive natural density partitioning (AdNDP) method has been applied for the first time to porphyrinoids in order to describe their aromaticity. The analysis of π-electron system reveals that aromaticity of annulene originates from 6-π-electron delocalization, while aromaticity of porphyrin can be better described in terms of local aromaticities of the appended 6-π-electron pyrrolic heterocycles and 6-π-electron central fragment. The patterns of chemical bonding for porphyrinoids obtained by AdNDP are consistent with chemical intuition and lead to unique and compact graphic formulas. This journal is

Original language	English
Pages (from-to)	6145-6150
Number of pages	6
Journal	Organic and Biomolecular Chemistry
Volume	12
Issue number	32
DOIs	https://doi.org/10.1039/c4ob01018c
State	Published - Aug 28 2014

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abstract = "The adaptive natural density partitioning (AdNDP) method has been applied for the first time to porphyrinoids in order to describe their aromaticity. The analysis of π-electron system reveals that aromaticity of annulene originates from 6-π-electron delocalization, while aromaticity of porphyrin can be better described in terms of local aromaticities of the appended 6-π-electron pyrrolic heterocycles and 6-π-electron central fragment. The patterns of chemical bonding for porphyrinoids obtained by AdNDP are consistent with chemical intuition and lead to unique and compact graphic formulas. This journal is",

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AB - The adaptive natural density partitioning (AdNDP) method has been applied for the first time to porphyrinoids in order to describe their aromaticity. The analysis of π-electron system reveals that aromaticity of annulene originates from 6-π-electron delocalization, while aromaticity of porphyrin can be better described in terms of local aromaticities of the appended 6-π-electron pyrrolic heterocycles and 6-π-electron central fragment. The patterns of chemical bonding for porphyrinoids obtained by AdNDP are consistent with chemical intuition and lead to unique and compact graphic formulas. This journal is

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ER -

Deciphering aromaticity in porphyrinoids via adaptive natural density partitioning

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