Electrochemical Access to Aza‐Polycyclic Aromatic Hydrocarbons: Rhoda‐Electrocatalyzed Domino Alkyne Annulations
Abstract: Nitrogen‐doped polycyclic aromatic hydrocarbons (aza‐PAHs) have found broad applications in material sciences. Herein, a modular electrochemical synthesis of aza‐PAHs was developed via a rhodium‐catalyzed cascade C−H activation and alkyne annulation. A multifunctional O‐methylamidoxime enabled the high chemo‐ and regioselectivity. The isolation of two key rhodacyclic intermediates made it possible to delineate the exact order of three C−H activation steps. In addition, the metalla‐electrocatalyzed multiple C−H transformation is characterized by unique functional group tolerance, including highly reactive iodo and azido groups.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Electrochemical Access to Aza‐Polycyclic Aromatic Hydrocarbons: Rhoda‐Electrocatalyzed Domino Alkyne Annulations ; volume:59 ; number:14 ; year:2020 ; pages:5551-5556 ; extent:6
Angewandte Chemie / International edition. International edition ; 59, Heft 14 (2020), 5551-5556 (gesamt 6)
- Creator
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Kong, Wei‐Jun
Shen, Zhigao
Finger, Lars H.
Ackermann, Lutz
- DOI
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10.1002/anie.201914775
- URN
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urn:nbn:de:101:1-2022061211185755452097
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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15.08.2025, 7:32 AM CEST
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Associated
- Kong, Wei‐Jun
- Shen, Zhigao
- Finger, Lars H.
- Ackermann, Lutz
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