Asymmetric cyclopropanation of olefins catalysed by Cu(i) complexes of chiral pyridine-containing macrocyclic ligands (Pc-L*)

Brunilde Castano, Stefano Guidone, Emma Gallo, Fabio Ragaini, Nicola Casati, Piero MacChi, Massimo Sisti, Alessandro Caselli

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

The synthesis and characterisation of copper(i) complexes of chiral pyridine-containing macrocyclic ligands (Pc-L*) and their use as catalysts in asymmetric cyclopropanation reactions are reported. All ligands and metal complexes were fully characterised, including crystal structures of some species determined by X-ray diffraction on single crystals. This allowed characterising the very different conformations of the macrocycles which could be induced by different substituents or by metal complexation. The strategy adopted for the ligand synthesis is very flexible allowing several structural modifications. A small library of macrocyclic ligands possessing the same donor properties but with either C1 or C2 symmetry was synthesized. Cyclopropane products with both aromatic and aliphatic olefins were obtained in good yields and enantiomeric excesses up to 99%.

Original languageEnglish
Pages (from-to)2451-2462
Number of pages12
JournalDalton Transactions
Volume42
Issue number7
DOIs
StatePublished - 21 Feb 2013
Externally publishedYes

ASJC Scopus subject areas

  • Inorganic Chemistry

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