The Synthesis of Acenes by Mechanochemical Reductive Aromatization

21 October 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A Sn-mediated mechanochemical reductive aromatization of 1,4-dihydroxy- and 1,4-dimethoxy-cyclohexadienes has been used to form ten acenes, including derivatives of benzene, anthracene, tetracene, and pentacene. This method has been developed to overcome issues faced during the formation of electron-deficient 1,4-dihydroxy- or 1,4-dimethoxy-cyclohexadienes under homogeneous conditions. While this method does not tolerate trimethylsilyl protecting groups for alkynes, it can provide a fast, easy to set up alternative to homogeneous reductive aromatization.

Keywords

Mechanochemistry
Liquid Assisted Grinding
Reductive aromatization
acene

Supplementary materials

Title
Description
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Title
The Synthesis of Acenes by Mechanochemical Reductive Aromatization Supplementary Information
Description
Procedural writeups, spectroscopic, and spectrometric information
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