期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2017, 期 15, 页码 2179-2185出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201601637
关键词
Heterogeneous catalysis; Photocatalysis; Alkenes; Sulfonylation; Reaction mechanisms; Oxidation
资金
- Fonds der Chemischen Industrie
- Max Planck Society
- Deutsche Forschungsgemeinschaft [GRK 1626, LO1801/1-1]
- Cluster of Excellence Nanosystems Initiative Munich (NIM)
- Center for Nanoscience (CeNS)
The cyanamide-functionalised carbon nitride (NCN-CNx) can be employed as a photo-redox catalyst for the light-induced sulfonylation of alkenes with sulfinate salts, attaining product yields twice those obtained with the non-functionalised counterpart and comparable to those achieved with the benchmark homogeneous photocatalyst Eosin Y. NCN-CNx as a heterogeneous photocatalyst is easily isolatable and can be re-used for this reaction for over three cycles. This photocatalytic reaction can proceed with various sulfinates (aryl-, alkyl- and thiophene-based) and alkenes with electron-donating and -withdrawing groups, obtaining good to excellent product yields. A reductive quenching route was determined to be the likely mechanism for this photocatalyst.
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