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Oxidative Addition of a Mechanically Entrapped C(sp)–C(sp) Bond to a Rhodium(I) Pincer Complex

Baptiste Leforestier, Matthew R. Gyton, Adrian B. Chaplin

2020Angewandte Chemie International Edition33 citationsDOIOpen Access PDF

Abstract

By use of a macrocyclic phosphinite pincer ligand and bulky substrate substituents, we demonstrate how the mechanical bond can be leveraged to promote the oxidative addition of an interlocked 1,3-diyne to a rhodium(I) center. The resulting rhodium(III) bis(alkynyl) product can be trapped out by reaction with carbon monoxide or intercepted through irreversible reaction with dihydrogen, resulting in selective hydrogenolysis of the C-C σ-bond.

Topics & Concepts

RhodiumPincer movementChemistryHydrogenolysisOxidative additionLigand (biochemistry)PhosphiniteCarbon monoxidePincer ligandSubstrate (aquarium)PhotochemistryMedicinal chemistryStereochemistryCatalysisOrganic chemistryBiochemistryOceanographyGeologyReceptorCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis
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