Oxidative Photocatalytic Homo- and Cross-Coupling of Phenols: Nonenzymatic, Catalytic Method for Coupling Tyrosine

Autor:	Philip H. Gilmartin, Kyle A. Niederer, Marisa C. Kozlowski
Rok vydání:	2020
Předmět:	General Chemistry Oxidative phosphorylation Combinatorial chemistry Article Catalysis Coupling (electronics) chemistry.chemical_compound chemistry Nucleophile Photocatalysis Oxidative coupling of methane Phenols Tyrosine
Zdroj:	ACS Catal
ISSN:	2155-5435
DOI:	10.1021/acscatal.0c04515
Popis:	The oxidative photocatalytic method for phenol-phenol homo-coupling and cross-coupling is described and isolated yields of 16–97% are obtained. Measured oxidation potentials and computed nucleophilicity parameters support a mechanism of nucleophilic attack of one partner onto the oxidized neutral radical form of the other partner. Understanding of this model permitted development of cross-coupling reactions between nucleophilic phenols/arenes and easily oxidized phenols with high selectivity and efficiency. A highlight of this method is that one equivalent of each coupling partner is utilized. Building on these findings, a non-enzymatic, catalytic method for coupling tyrosine was also developed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::851469f093386fcc938fdc5f86949be9 https://doi.org/10.1021/acscatal.0c04515 Zobrazit plný text záznamu