ArticleAngewandte Chemie (International ed. in English)2018
Iridium-Catalyzed, Silyl-Directed, peri-Borylation of C-H Bonds in Fused Polycyclic Arenes and Heteroarenes.
Article in Angewandte Chemie (International ed. in English), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Diversity-Oriented C-H Activation Reactions of the Naphthalene Scaffold.Journal of the American Chemical Society · 2025Article
- Catalytic aromatic C-H borylation via strained Si and Ge metallacycles.Nature communications · 2025Article
- The Importance of Atomic Charges for Predicting Site-Selective Ir-, Ru-, and Rh-Catalyzed C-H Borylations.The Journal of organic chemistry · 2025Article
- Nickel-catalyzed, silyl-directed, ortho-borylation of arenes via an unusual Ni(II)/Ni(IV) catalytic cycle.Nature communications · 2024Article
- A general catalytic synthetic strategy for highly strained methylenecyclobutanes and spiromethylenecyclobutanes.Chemical science · 2023Article
- Racemic Total Synthesis of Elmonin and Pratenone A, fromOrganic letters · 2022Article
- OvercomingChemical science · 2022Article
- Heteroelement Analogues of Benzoxaborole and Related Ring Expanded Systems.Molecules (Basel, Switzerland) · 2021Review
- Iridium-Catalysed C-H Borylation of Heteroarenes: Balancing Steric and Electronic Regiocontrol.Angewandte Chemie (International ed. in English) · 2021Review
- Crystal structure of a 1,1-dibutyl-1Acta crystallographica. Section E, Crystallographic communications · 2021Article
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2 authors.
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Abstract
peri-Disubstituted naphthalenes exhibit interesting physical properties and unique chemical reactivity, due to the parallel arrangement of the bonds to the two peri-disposed substituents. Regioselective installation of a functional group at the position peri to 1-substituted naphthalenes is challenging due to the steric interaction between the existing substituent and the position at which the second one would be installed. We report an iridium-catalyzed borylation of the C-H bond peri to a silyl group in naphthalenes and analogous polyaromatic hydrocarbons. The reaction occurs under mild conditions with wide functional group tolerance. The silyl group and the boryl group in the resulting products are precursors to a range of functional groups bound to the naphthalene ring through C-C, C-O, C-N, C-Br and C-Cl bonds.
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