The Aromatic Character of Diindeno[2,1-b:2′,1′-h]biphenylene

Amnon Stanger

doi:10.1021/acs.orglett.2c00104

The Aromatic Character of Diindeno[2,1-b:2′,1′-h]biphenylene

Amnon Stanger

Chemistry

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

Abstract

The tropicity of the title system was studied using NICS(1.7)_π,zz-XY-scans and current density analysis, showing a global diatropic loop and local dia- and paratropic loops. This aromaticity picture is very different from the one proposed based on NICS(1) and HOMA ( Org. Lett. 2021, 23, 8794−8798). It is predicted that 1 should be suitable for singlet fission applications. It is concluded that local aromatic indices should not be used for the full analysis of multiring conjugated systems.

Original language	English
Pages (from-to)	1243-1246
Number of pages	4
Journal	Organic Letters
Volume	24
Issue number	5
DOIs	https://doi.org/10.1021/acs.orglett.2c00104
State	Published - 28 Jan 2022

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.2c00104

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abstract = "The tropicity of the title system was studied using NICS(1.7)π,zz-XY-scans and current density analysis, showing a global diatropic loop and local dia- and paratropic loops. This aromaticity picture is very different from the one proposed based on NICS(1) and HOMA ( Org. Lett. 2021, 23, 8794−8798). It is predicted that 1 should be suitable for singlet fission applications. It is concluded that local aromatic indices should not be used for the full analysis of multiring conjugated systems.",

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The Aromatic Character of Diindeno[2,1-b:2′,1′-h]biphenylene

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