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

Qiuling Zheng, Yong Liu, Qinghao Chen, Mei-Hong Hu, Roy Helmy, Edward C. Sherer, Christopher J. Welch, Hao Chen

Journal of the American Chemical Society · 2015 · 65 citations · 40 references

Concepts

Abstract

A long-sought-after reactive monophosphine-ligated palladium(0) intermediate, Pd(0)L (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 Pd(0)L with aryl halide and C-N coupling with amine via reductive elimination was also probed using DESI-MS.

References

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