Carbon-carbon bond formation in the reaction of hydrated carbon dioxide radical anions with 3-butyn-1-ol.

International Journal of Mass Spectrometry
Andreas HerburgerMartin K Beyer

Abstract

Electrochemical activation of carbon dioxide in aqueous solution is a promising way to use carbon dioxide as a C1 building block. Mechanistic studies in the gas phase play an important role to understand the inherent chemical reactivity of the carbon dioxide radical anion. Here, the reactivity of CO2 •-(H2O)n with 3-butyn-1-ol is investigated by Fourier transform ion cyclotron (FT-ICR) mass spectrometry and quantum chemical calculations. Carbon-carbon bond formation takes places, but is associated with a barrier. Therefore, bond formation may require uptake of several butynol molecules. The water molecules slowly evaporate from the cluster due to the absorption of room temperature black-body radiation. When all water molecules are lost, butynol evaporation sets in. In this late stage of the reaction, side reactions occur including H• atom transfer and elimination of HOCO•.

Citations

Apr 9, 2019·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Tobias F PascherMartin K Beyer
Nov 15, 2020·The Journal of Chemical Physics·Tobias F PascherMartin K Beyer
Dec 6, 2018·The Journal of Physical Chemistry. a·Erik BarwaMartin K Beyer

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