Electronic effects in mixed N-heterocyclic carbene/phosphite indenylidene ruthenium metathesis catalysts

Five new complexes [RuCl 2 (SIMes)(Ind)(O- p XC 5 H 4 )] bearing different para -substituted triphenylphosphites (X = H, OCH 3 , CF 3 , Cl, SF 5 and CN) were synthesised and used to study the effect of the electronic properties of the phosphite on olefin metathesis activity. Investigations of the ph...

Full description

Saved in:
Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2019-08, Vol.48 (3), p.11326-11337
Main Authors: Bidal, Yannick D, Urbina-Blanco, César A, Poater, Albert, Cordes, David B, Slawin, Alexandra M. Z, Cavallo, Luigi, Cazin, Catherine S. J
Format: Article
Language:English
Subjects:
Catalysis
Catalysts
Catalytic activity
Chemical synthesis
Coordination compounds
Crystallography
Mapping
Mathematical analysis
Metathesis
NMR
Nuclear magnetic resonance
Physical properties
Ruthenium
Substitutes
Substrates
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Five new complexes [RuCl 2 (SIMes)(Ind)(O- p XC 5 H 4 )] bearing different para -substituted triphenylphosphites (X = H, OCH 3 , CF 3 , Cl, SF 5 and CN) were synthesised and used to study the effect of the electronic properties of the phosphite on olefin metathesis activity. Investigations of the physical properties of the new ligands and complexes were performed using physicochemical and DFT calculations. The catalytic activity of the complexes was benchmarked in challenging ring closing metathesis transformations featuring the formation of tetra-substituted double bonds. Complex [RuCl 2 (SIMes)(Ind)P(O- p CF 3 C 5 H 4 ) 3 ] ( 3c ) exhibited a particularly high catalytic activity, superior to state-of-the-art catalysts, and was further tested on a wide range of substrates. Experimental and computational studies shed light on the role played by sacrificial ligand electronic properties on catalytic activity.
ISSN:1477-9226
1477-9234
DOI:10.1039/c9dt01811e