Cycloparaphenylenes via [2+2+2] cycloaddition

The [2+2+2] cycloaddition (CA) offers great potential as an atom economic method for the formation of substituted aromatic rings. In this article, we highlight the application of this versatile method in synthetic approaches towards substituted cycloparaphenylenes (CPPs). The [2+2+2] CA can take ove...

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Published inChemical communications (Cambridge, England) Vol. 58; no. 54; pp. 7483 - 7494
Main Authors Kohrs, Daniel, Volkmann, Jannis, Wegner, Hermann A.
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 05.07.2022
Subjects
Aromatic compounds
Cycloaddition
Substitutes
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Summary:The [2+2+2] cycloaddition (CA) offers great potential as an atom economic method for the formation of substituted aromatic rings. In this article, we highlight the application of this versatile method in synthetic approaches towards substituted cycloparaphenylenes (CPPs). The [2+2+2] CA can take over different tasks within the synthesis depending on the targeted CPP. These approaches were divided into three key steps: aromatization (which finalises the CPP), macrocyclization (the formation of a strain-reduced macrocycle) and the [2+2+2] CA. Based on this analysis the strategies were categorised into four classes based on which task the [2+2+2] CA fulfills. We point out the benefits and drawbacks of each synthesic strategy and summarize our findings to provide the reader with an easy insight into this research field.
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ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc02289c