ArticleAngewandte Chemie (International ed. in English)2021
Four-Step Domino Reaction Enables Fully Controlled Non-Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups*.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Domino Strategies in Heterocycle Synthesis: Advancing from Organocatalysis to Photo-/Organo-Autocatalysis.ACS central science · 2026Review
- Recent Advances in Benzannulation Approaches to Aromatic Frameworks.Chemistry, an Asian journal · 2026Review
- Polysubstituted Pyridines from 1,4-Oxazinone Precursors.The Journal of organic chemistry · 2024Article
- Catalytic multi-step domino and one-pot reactions.Beilstein journal of organic chemistry · 2024Article
- Triangular Topological 2D Covalent Organic Frameworks Constructed via Symmetric or Asymmetric "Two-in-One" Type Monomers.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022Article
- Four-Step Domino Reaction Enables Fully Controlled Non-Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups*.Angewandte Chemie (International ed. in English) · 2021Article
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6 authors.
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Abstract
Hexaarylbenzene (HAB) derivatives are versatile aromatic systems playing a significant role as chromophores, liquid crystalline materials, molecular receptors, molecular-scale devices, organic light-emitting diodes and candidates for organic electronics. Statistical synthesis of simple symmetrical HABs is known via cyclotrimerization or Diels-Alder reactions. By contrast, the synthesis of more complex, asymmetrical systems, and without involvement of statistical steps, remains an unsolved problem. Here we present a generally applicable synthetic strategy to access asymmetrical HAB via an atom-economical and high-yielding metal-free four-step domino reaction using nitrostyrenes and α,α-dicyanoolefins as easily available starting materials. Resulting domino product-functionalized triarylbenzene (TAB)-can be used as a key starting compound to furnish asymmetrically substituted hexaarylbenzenes in high overall yield and without involvement of statistical steps. This straightforward domino process represents a distinct approach to create diverse and still unexplored HAB scaffolds, containing six different aromatic rings around central benzene core.
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