In Situ Laser Scattering Electrospray Ionization Mass Spectrometry and Its Application in the Mechanism Study of Photoinduced Direct C-H Arylation of Heteroarenes.

Anal Chem

Beijing National Laboratory for Molecular Sciences, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Institute of Analytical Chemistry, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China.

Published: September 2020

An in situ laser scattering electrospray ionization mass spectrometry (LS-ESI-MS) was developed, where the laser scattering was simply achieved through the laser radiation of the "media" modified on the capillary. The laser scattering extended the reaction window and powerfully promoted the reaction yield of the photoinduced organic reaction, which enables the trace intermediates to be efficiently tracked in real time. For instance, the key radical cation in the photoinduced direct C-H arylation of heteroarenes was captured inventively, which provided direct experimental evidence for the verification of the reaction mechanism. Together with the characterization of oxidative photocatalytic Ru(III) intermediate, the integral insight into the process of visible-light-mediated direct C-H arylation of heteroarenes was confirmed. This approach is facile, powerful, and promising in the mechanism study of organic reaction.

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http://dx.doi.org/10.1021/acs.analchem.0c02384DOI Listing

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