Willy Wiyatno, Peter A. Fox, et al.
American Chemical Society, Polymer Preprints, Division of Polymer Chemistry
The synthesis of N-heterocyclic carbene (NHC) adducts by condensation of diamines with appropriately substituted benzaldehydes is described. This simplified approach provides the NHC adduct without first having to generate the carbene followed by its protection. These adducts undergo thermal deprotection to generate N-heterocyclic carbene in situ. Adduct decomposition temperatures were investigated as a function of catalyst structure by using thermal analysis and spectroscopic techniques. Importantly, unlike adducts derived from chloroform, the new pentafluorobenzene-based adducts are more readily prepared and are stable at room temperature. The utility of these adducts as organic catalyst precursors for living ring-opening polymerization (ROP) of lactide, transesterification reactions, and the synthesis of N-heterocyclic carbene ligated organometallic complexes is also described.
Willy Wiyatno, Peter A. Fox, et al.
American Chemical Society, Polymer Preprints, Division of Polymer Chemistry
Kazuki Fukushima, Russell C. Pratt, et al.
Biomacromolecules
Alan C. Sentman, Szilárd Csihony, et al.
Journal of Organic Chemistry
Darcy A. Culkin, Wonhee Jeong, et al.
Angewandte Chemie - International Edition