A Mechanistic Investigation of the Suzuki Polycondensation Reaction Using MS/MS Methods

21 April 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Understanding catalytic reactions is inherently difficult because not only is the catalyst the least abundant component in the mixture, but it also takes many different forms as the reaction proceeds. Precatalyst is converted into active catalyst, short-lived intermediates, resting states, and decomposition products. Polymerization catalysis is harder yet to study, because as the polymer grows the identities of these species change with every turnover as monomers are added to the chain. Modern mass spectrometric methods have proved to be up to the challenge, with multiple reaction monitoring (MRM) in conjunction with pressurized sample infusion (PSI) used to continuously probe all stages of the Suzuki polycondensation (SPC) reaction. Initiation, propagation, and termination steps were tracked in real time, and the outstanding sensitivity and low signal-to-noise of the approach has real promise with respect to the depth with which this reaction and others like it can be studied.

Keywords

Mass spectrometry
tandem mass spectrometry
multiple reaction monitoring
Suzuki polycondensation
cross-coupling
polymerization

Supplementary materials

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SPC manuscript
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SPC SI
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