Abstract
We have explored the domino reaction between propargylic alcohols, carbon dioxide and various alcohols with the double objective to prepare oxo-alkylcarbonates with a high yield and selectivity und...
Highlights
Today, the upsurge in CO2 utilization as renewable C1 feedstock has opened avenues in modern chemistry for the synthesis of a large diversity of organic scaffolds and polymers[15]
They are typically synthesized by a 100 % atom efficiency carboxylative coupling of CO2 to propargylic alcohols,[29,30,31,32,33] with some of them that are accessible from acetylene and industrial formaldehyde waste.[34]
The synthetic routes to bis CCs are still tedious with demanding purification procedures. To push away these boundaries, we introduce in this work a novel domino terpolymerization approach to produce poly(β-oxo-carbonate)s from a mixture of CO2, bispropargylic alcohol and diols (Scheme 1b), some of them being selected for their ease of production from lignin biomass
Summary
The upsurge in CO2 utilization as renewable C1 feedstock has opened avenues in modern chemistry for the synthesis of a large diversity of (novel) organic scaffolds (e.g. organic carbonates,[1,2,3,4,5] carbamates[6,7], oxazolidones,[5,8,9,10,11] carboxylic acids,[12,13,14] etc.) and polymers[15] (e.g. polycarbonates,[16,17,18,19,20] polyurethanes,[21,22,23,24] polyesters,[25] polyureas[26,27]). Further experiments would be required, it suggests that the silver salt has no noticeable effect on the alcoholysis of the -alkylidene cyclic carbonate, in line with reports of Li and Han. When using benzyl alcohol, the reaction carried out with [TBA][OPh] was fast, quantitative and selective (Table 3, entry 4).
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