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Synthesis of Stable Neutral Homoaromatic Hydrocarbons

28 April 2023, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We report the synthesis of a variety of stable neutral homoaromatic molecules. The homoaromatic character is supported by bond length analysis (from crystal structure analysis data) and spectroscopic characteristics in NMR experiments. The influence of substitution on these homoannulenes is investigated and their reactivity with electrophiles is shown. First approaches to further functionalization via cross-coupling are demonstrated. The present work lays out a general approach to stable neutral homoaromatic hydrocarbon molecules.

Keywords

homoaromaticity
aromaticity
hydrocarbons
HOMA
NMR

Supplementary materials

Title
Description
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Title
Supporting Information
Description
NMR Spectra, X-Ray diffraction analysis details, synthetic procedures
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Version History

Apr 28, 2023 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-kbtbm
D O I: 10.26434/chemrxiv-2023-kbtbm [opens in a new tab]

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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