One-pot synthesis of unsymmetrical N-heterocyclic carbene ligands from N-(2-iodoethyl)arylamine salts.
An approach that provides symmetrical, unsymmetrical, and asymmetric N-heterocyclic carbene (NHC) ligands is reported. Reaction of iodoethanol with aniline provides N-(2-iodoethyl)arylamine salts that are then converted to the corresponding iodide. Reaction with aliphatic or aromatic amines followed by triethyl orthoformate was used to provide 26 different NHC ligands.
Prasad
B A Bhanu
BA
Chemical Biology Program, Department of Pharmacology and Toxicology, University of Texas Medical Branch, Galveston, Texas 77555-0650, USA.
Gilbertson
Scott R
SR
D000588:Amines / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis / Q000737:chemistry*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D008024:Ligands; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D012492:Salts
D000588:Amines; D006847:Hydrocarbons, Iodinated; D007093:Imidazoles; D008024:Ligands; D012492:Salts; C030011:carbene; D008697:Methane