Details

Autor(en) / Beteiligte

• Liu, Hong-Chao
• Kong, Xiangtao
• Gong, Xiao-Ping
• Li, Yuke
• Niu, Zhi-Jie
• Gou, Xue-Ya
• Li, Xue-Song
• Wang, Yu-Zhao
• Shi, Wei-Yu
• Huang, Yan-Chong
• Liu, Xue-Yuan
• Liang, Yong-Min

Titel

Site-selective coupling of remote C(sp 3 )-H/ meta -C(sp 2 )-H bonds enabled by Ru/photoredox dual catalysis and mechanistic studies

Ist Teil von

• Chemical science (Cambridge), 2022-05, Vol.13 (18), p.5382-5389

Ort / Verlag

England: Royal Society of Chemistry

Erscheinungsjahr

2022

Quelle

EZB Electronic Journals Library

Beschreibungen/Notizen

• Construction of C(sp )-C(sp ) bonds regioselective coupling of C(sp )-H/C(sp )-H bonds is challenging due to the low reactivity and regioselectivity of C-H bonds. Here, a novel photoinduced Ru/photocatalyst-cocatalyzed regioselective cross-dehydrogenative coupling of dual remote C-H bonds, including inert γ-C(sp )-H bonds in amides and -C(sp )-H bonds in arenes, to construct -alkylated arenes has been accomplished. This metallaphotoredox-enabled site-selective coupling between remote inert C(sp )-H bonds and -C(sp )-H bonds is characterized by its unique site-selectivity, redox-neutral conditions, broad substrate scope and wide use of late-stage functionalization of bioactive molecules. Moreover, this reaction represents a novel case of regioselective cross-dehydrogenative coupling of unactivated alkanes and arenes a new catalytic process and provides a new strategy for -functionalized arenes under mild reaction conditions. Density functional theory (DFT) calculations and control experiments explained the site-selectivity and the detailed mechanism of this reaction.