Cycloaddition mechanisms of CO2 and epoxide catalyzed by salophen – an organocatalyst free from metals and halides?
Catalysis Science & Technology Pub Date: 2021-01-20 DOI: 10.1039/D0CY02256J
Abstract
The cycloaddition mechanisms of CO2 and epichlorohydrin catalyzed by salophen as an organocatalyst were investigated using B3LYP density functional theory computations. The kinetically most favored neutral pathway involves a concerted and synergistic mechanism of phenolate as a nucleophile and phenol as a H-bonding donor in epoxide ring opening and CO2 addition. The computed apparent barrier (33 kcal mol?1) is in line with the reaction conditions (120 °C and 10 bar CO2). A similar and anionic route with a much lower apparent barrier (17 kcal mol?1) to react under milder conditions has been proposed and this has to be proven experimentally.
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Journal Name：Catalysis Science & Technology
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CAS no.: 89640-58-4
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