4.8 Article

Tandem Regioselective Hydroformylation-Hydrogenation of Internal Alkynes Using a Supramolecular Catalyst

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 45, Pages 14817-14821

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201809073

Keywords

alkynes; hydroformylation; ligand design; rhodium; supramolecular chemistry

Funding

  1. Alexander von Humboldt Foundation

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New supramolecular ligands containing an acyl guanidine function were designed based on the strategy of increasing the -acceptor ability of phosphine ligands by introducing electron-withdrawing groups. By applying this novel catalytic system, a general protocol for the Rh-catalysed hydroformylation-hydrogenation of unsymmetrical internal alkynes, functionalized with a carboxylic acid, was found to furnish aliphatic aldehydes in high regio- and chemoselectivities. Control experiments confirm the enzyme-like supramolecular catalyst mode of action.

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