Cyclic (Alkyl)(amino)carbenes: Synthesis of Iminium Precursors and Structural Properties
François Vermersch, Luana Oliveira, Joseph Hunter, Michèle Soleilhavoup, Rodolphe Jazzar, Guy Bertrand
Abstract
Using readily available preallylated aldehydes, we report a simple and divergent synthesis of cyclic (alkyl)(amino)carbene (CAAC) iminium precursors. Using a combination of crystallographic data and steric maps, we further elaborate on the specific steric properties of CAAC ligands with respect to state-of-the-art phosphine and carbene ligands.
Topics & Concepts
Steric effectsCarbeneIminiumAlkylChemistryPhosphineCombinatorial chemistryStereochemistryOrganic chemistryCatalysisN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsSynthetic Organic Chemistry Methods