Palladium‐Catalyzed Indirect and Regioselective Phosphonation of Azobenzenes: Toward the Design of Water‐Soluble Photoswitches

Abstract: An efficient palladium‐catalyzed ortho C−H acyloxylation of azobenzenes, allowing the introduction of the difunctionalised substituent, diethylphosphonoacetate, is reported. Thanks to the mild reaction conditions implemented, this regioselective late‐stage ortho‐functionalization tolerates a wide range of functional groups and permits the access of diversely substituted azobenzenes in good to excellent yields. Selective hydrolysis of the diethyl phosphonate group leads to stable water‐soluble azo‐photoswitches with interesting photophysical properties such as an extended Z‐isomer half‐life, opening new opportunities in the design of optochemical tools for the exploration of living organisms.

Angaben zum Objekt

• Standort: Deutsche Nationalbibliothek Frankfurt am Main
• Umfang: Online-Ressource
• Sprache: Englisch

Verweise und Beziehungen

• Erschienen in: Palladium‐Catalyzed Indirect and Regioselective Phosphonation of Azobenzenes: Toward the Design of Water‐Soluble Photoswitches ; day:28 ; month:05 ; year:2024 ; extent:11 ; European journal of organic chemistry ; (28.05.2024) (gesamt 11)

Beteiligte, Orts- und Zeitangaben

• Urheber: Amarsy, Ivanna ; Gigant, Nicolas ; Erturk, Izel ; Bogliotti, Nicolas ; Joseph, Delphine ; Delarue‐Cochin, Sandrine

Weitere Informationen

• DOI: 10.1002/ejoc.202400406
• URN: urn:nbn:de:101:1-2405291407158.041955576285
• Rechteinformation: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Letzte Aktualisierung: 14.08.2025, 10:46 MESZ