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A hydroxymethylation of alkynes with carbon dioxide and hydrogen was achieved without producing any salt waste. In a sequential procedure, terminal alkynes are carboxylated followed by hydrogenation of the carboxylate salts formed as intermediates. The gorge symbolizes the gap in pKa at which the two reaction steps usually operate. The key to bridging this gap was to identify a base that, under carefully...
A copper(I) catalyst enables the insertion of carbon dioxide into alkyne C−H bonds by using a suitable organic base with which hydrogenation of the resulting carboxylate salt with regeneration of the base becomes thermodynamically feasible. In the presence of catalytic copper(I) chloride/4,7‐diphenyl‐1,10‐phenanthroline, polymer‐bound triphenylphosphine, and 2,2,6,6‐tetramethylpiperidine as the base,...
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