Photocatalytic Ketyl Radical Initiated C ketyl -C sp2 /C sp3 Coupling on ZnIn 2 S 4 .

Autor: Han C; Department of Chemistry, University of Cincinnati, Cincinnati, Ohio, 45221, USA., Han G; Department of Chemistry, University of Cincinnati, Cincinnati, Ohio, 45221, USA., Habibur Rahman M; School of Materials Engineering, Purdue University, West Lafayette, IN 47907, USA., Mannodi-Kanakkithodi A; School of Materials Engineering, Purdue University, West Lafayette, IN 47907, USA., Sun Y; Department of Chemistry, University of Cincinnati, Cincinnati, Ohio, 45221, USA.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2023 Jun 13; Vol. 29 (33), pp. e202203785. Date of Electronic Publication: 2023 May 02.
DOI: 10.1002/chem.202203785
Abstrakt: Visible-light-driven C-C bond formation utilizing ketyl radical (C ketyl ) species has attracted increasing attention recently, as it provides a direct route for the synthesis of complex molecules. However, the most-developed homogeneous photocatalytic systems for the generation and utilization of ketyl radicals usually entail noble metal-based (e. g., Ru and Ir) photosensitizers, which suffer from not only high cost but also potential degradation and hence pose challenges in product separation and purification. In contrast, readily accessible, inexpensive, and recyclable semiconductors represent a class of attractive and alternative photocatalysts but remain much less explored for photocatalytic ketyl radical initiated C-C bond formation. This work demonstrates that a wide range of industrially important chemicals, including substituted chromanes and tertiary alcohols, can be produced on ZnIn 2 S 4 under visible light irradiation through intramolecular cyclization (C ketyl -C sp2 ) and intermolecular cross-coupling (C ketyl -C sp3 ) reactions, respectively, using ketyl radicals. A suite of experimental studies aided by computational investigation were carried out to shed light on the mechanistic insights of these two types of ketyl radical initiated C-C coupling reactions on ZnIn 2 S 4 .
(© 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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