Inorganic ligand-supported Mo oxide as a hydrogen atom transfer photocatalyst for direct C(sp)H phosphorylation

Visible-light-induced C(sp 2 )H phosphorylation of 2 H -thiozoles/quinoxalines with H-phosphine oxides was achieved using an inorganic-ligand supported Mo oxide ([N(C 4 H 9 ) 4 ] 2 [Mo 6 O 19 ]) as a hydrogen atom transfer (HAT) photocatalyst. The developed photo-driven C(sp 2 )P bond formation prot...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2024-05, Vol.26 (9), p.5538-5545
Hauptverfasser: Jiang, Zeqi, Jiang, Shuangfei, Gao, Jin, Xia, Junmei, Yu, Hongwei, Ma, Lixin, Chen, Xi, Chen, Bo, Zhang, Xinghua, Zhu, Wenchao
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Sprache:eng
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Zusammenfassung:Visible-light-induced C(sp 2 )H phosphorylation of 2 H -thiozoles/quinoxalines with H-phosphine oxides was achieved using an inorganic-ligand supported Mo oxide ([N(C 4 H 9 ) 4 ] 2 [Mo 6 O 19 ]) as a hydrogen atom transfer (HAT) photocatalyst. The developed photo-driven C(sp 2 )P bond formation protocol could furnish a wide range of products with excellent functional group tolerance in a water-based solvent at room temperature, without the addition of metals, bases, additives or external oxidants. A gram-scale reaction can occur in a low catalyst loading system. Moreover, the formulated photocatalyst showed excellent stability and reusability, and also exhibited satisfactory photo-reactivity under sunlight irradiation. The mechanistic investigations supported that the C(sp 2 )P bond formation went through radical coupling or radical nucleophilic addition pathways. Visible-light-induced C(sp 2 )H phosphorylation of 2 H -thiozoles/quinoxalines with H-phosphine oxides was achieved using an inorganic ligand-supported Mo oxide ([N(C 4 H 9 ) 4 ] 2 [Mo 6 O 19 ]) as a hydrogen atom transfer (HAT) photocatalyst.
ISSN:1463-9262
1463-9270
DOI:10.1039/d4gc00589a