What is it about?
We show that acid chlorides can react by formally breaking the C-COCl bond of an acid chloride to add both the carbon fragment and acid chloride across alkenes. Previously, the acid chloride group could not be reformed with addition of the carbon fragment to an alkene or alkyne. This was achieved using a palladium catalyst with a phosphine ligand.
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Why is it important?
This discovery is important as it expands the range of reactions which add both a carbon fragment and functional group across unsaturated bonds with complete atom economy (all atoms in the starting material are found in the product). This enables chemist to rapidly build complex structures in a single step, streamlining synthesis, and use the functional handle to make derivatives
Perspectives
This is a really exciting development of fundamental reactivity and shows how remarkably complex reactions can be achieved by catalysis.
Dr Elliott Denton
ETH Zürich, D-CHAB
Read the Original
This page is a summary of: Catalytic Carbochlorocarbonylation of Unsaturated Hydrocarbons via C−COCl Bond Cleavage**, Angewandte Chemie International Edition, September 2021, Wiley,
DOI: 10.1002/anie.202108818.
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