Capture of Reactive Monophosphine-Ligated Palladium(0) Intermediates by Mass Spectrometry

被引:57
|
作者
Zheng, Quling [1 ]
Liu, Yong [2 ,3 ]
Chen, Qinghao [2 ,3 ]
Hu, Meihong [1 ]
Helmy, Roy [2 ,3 ]
Sherer, Edward C. [2 ,3 ]
Welch, Christopher J. [2 ,3 ]
Chen, Hao [1 ]
机构
[1] Ohio Univ, Edison Biotechnol Inst, Dept Chem & Biochem, Ctr Intelligent Chem Instrumentat, Athens, OH 45701 USA
[2] Merck & Co Inc, Dept Proc & Analyt Chem, Rahway, NJ 07065 USA
[3] Merck & Co Inc, Merck Res Labs, Dept Struct Chem, Rahway, NJ 07065 USA
基金
美国国家科学基金会;
关键词
DESORPTION ELECTROSPRAY-IONIZATION; CROSS-COUPLING REACTIONS; CATION-PI INTERACTIONS; GAS-PHASE SYNTHESIS; OXIDATIVE ADDITION; ARYL CHLORIDES; C-C; HETEROARYL CHLORIDES; COMPLEXES; CATALYSTS;
D O I
10.1021/jacs.5b08905
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A long-sought-after reactive monophosphine-ligated palladium(0) intermediate, (PdL)-L-0 (L = phosphine ligand), was detected for the first time from the activation of the Buchwald precatalyst with base. The detection was enabled using desorption electrospray ionization mass spectrometry (DESI-MS) in combination with online reaction monitoring. The subsequent oxidative addition of (PdL)-L-0 with aryl halide and C-N coupling with amine via reductive elimination was also probed using DESI-MS.
引用
收藏
页码:14035 / 14038
页数:4
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