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Tandem Regioselective Hydroformylation‐Hydrogenation of Internal Alkynes Using a Supramolecular Catalyst
Author(s) -
Fang Weiwei,
Breit Bernhard
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201809073
Subject(s) - hydroformylation , regioselectivity , supramolecular chemistry , catalysis , chemistry , tandem , combinatorial chemistry , phosphine , organic chemistry , carboxylic acid , acceptor , rhodium , materials science , molecule , composite material , physics , condensed matter physics
New supramolecular ligands containing an acyl guanidine function were designed based on the strategy of increasing the π‐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.