CdS Quantum Dots for Metallaphotoredox-Enabled Cross-Electrophile Coupling of Aryl Halides with Alkyl Halides.
CdS Quantum Dots for Metallaphotoredox-Enabled Cross-Electrophile Coupling of Aryl Halides with Alkyl Halides.
复制标题
DOI：
10.1021/acscatal.3c01984
复制
发表时间：
2023-06
期刊：
影响因子：
12.9
通讯作者：
Julianna M. Mouat;Jonas K. Widness;Daniel G. Enny;Mahilet T. Meidenbauer;Farwa Awan;Todd D. Krauss;D. Weix
中科院分区：
文献类型：
--
作者：
Julianna M. Mouat;Jonas K. Widness;Daniel G. Enny;Mahilet T. Meidenbauer;Farwa Awan;Todd D. Krauss;D. Weix
半导体量子点（QDs）作为合成光催化氧化还原反应的光催化剂具有诸多优势，但尚无关于将量子点与镍催化剂用于碳 - 碳键形成的报道。在此我们表明，5.7纳米的硫化镉量子点是用于光催化氧化还原促进的交叉亲电偶联反应（转化数为40000）的高效光催化剂。这些条件可用于小规模（96孔板）反应，也可适用于流动反应。核磁共振研究表明，三乙醇胺（TEOA）封端的量子点是活性催化剂，并且TEOA能够取代原有的膦酸酯和羧酸酯配体，这证明了量子点表面化学的重要性。
Semiconductor quantum dots (QDs) offer many advantages as photocatalysts for synthetic photoredox catalysis, but no reports have explored the use of QDs with nickel catalysts for C-C bond formation. We show here that 5.7 nm CdS QDs are robust photocatalysts for photoredox-promoted cross-electrophile coupling (40 000 TON). These conditions can be utilized on small scale (96-well plate) or adapted to flow. NMR studies show that triethanolamine (TEOA) capped QDs are the active catalyst and that TEOA can displace native phosphonate and carboxylate ligands, demonstrating the importance of QD surface chemistry.