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

Qiuling Zheng; Yong Liu; Qinghao Chen; Meihong Hu; Roy Helmy; Edward C. Sherer; Christopher J. Welch; Hao Chen

doi:10.1021/jacs.5b08905

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

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

Research output: Contribution to journal › Article › peer-review

58 Scopus citations

Abstract

A long-sought-after reactive monophosphine-ligated palladium(0) intermediate, Pd⁰L (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 Pd⁰L with aryl halide and C-N coupling with amine via reductive elimination was also probed using DESI-MS.

Original language	English (US)
Pages (from-to)	14035-14038
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	137
Issue number	44
DOIs	https://doi.org/10.1021/jacs.5b08905
State	Published - Nov 11 2015
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/jacs.5b08905

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title = "Capture of Reactive Monophosphine-Ligated Palladium(0) Intermediates by Mass Spectrometry",

abstract = "A long-sought-after reactive monophosphine-ligated palladium(0) intermediate, Pd0L (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 Pd0L with aryl halide and C-N coupling with amine via reductive elimination was also probed using DESI-MS.",

author = "Qiuling Zheng and Yong Liu and Qinghao Chen and Meihong Hu and Roy Helmy and Sherer, {Edward C.} and Welch, {Christopher J.} and Hao Chen",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

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doi = "10.1021/jacs.5b08905",

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T1 - Capture of Reactive Monophosphine-Ligated Palladium(0) Intermediates by Mass Spectrometry

AU - Zheng, Qiuling

AU - Liu, Yong

AU - Chen, Qinghao

AU - Hu, Meihong

AU - Helmy, Roy

AU - Sherer, Edward C.

AU - Welch, Christopher J.

AU - Chen, Hao

PY - 2015/11/11

Y1 - 2015/11/11

N2 - A long-sought-after reactive monophosphine-ligated palladium(0) intermediate, Pd0L (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 Pd0L with aryl halide and C-N coupling with amine via reductive elimination was also probed using DESI-MS.

AB - A long-sought-after reactive monophosphine-ligated palladium(0) intermediate, Pd0L (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 Pd0L with aryl halide and C-N coupling with amine via reductive elimination was also probed using DESI-MS.

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 44

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

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