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Photochemical O–H Functionalization of Aryldiazoacetates with Phenols via Proton Transfer

Titelangaben

Empel, Claire ; Jana, Sripati ; Pei, Chao ; Nguyen, Thanh Vinh ; Koenigs, Rene M.:
Photochemical O–H Functionalization of Aryldiazoacetates with Phenols via Proton Transfer.
In: Organic Letters. Bd. 22 (2020) . - S. 7225-7229.
ISSN 1523-7052
DOI: https://doi.org/10.1021/acs.orglett.0c02564

Abstract

In this work, we report a thorough investigation of the reaction of phenols with aryldiazoacetates. Mechanistic studies using different spectroscopic methods and theoretical calculations suggest a hydrogen bond between phenol and aryldiazoacetates, which can be modulated by the phenol acidity. The pKA of phenol and therefore the hydrogen bond plays an important role in a subsequent photoinduced proton transfer reaction to give the formal O–H functionalization product of phenols.

Weitere Angaben

Publikationsform: Artikel in einer Zeitschrift
Begutachteter Beitrag: Ja
Institutionen der Universität: Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie
Titel an der UBT entstanden: Nein
Themengebiete aus DDC: 500 Naturwissenschaften und Mathematik > 540 Chemie
Eingestellt am: 01 Apr 2025 13:23
Letzte Änderung: 01 Apr 2025 13:23
URI: https://eref.uni-bayreuth.de/id/eprint/93131