Synthesis of an N-mesityl substituted chiral imidazolium salt for NHC-catalyzed reactions.
A new synthetic approach to chiral imidazolium salts makes possible the first synthesis of an N-mesityl substituted, aminoindanol-derived N-heterocyclic carbene precursor, 1.ClO4. The successful synthesis allows the first direct comparison of otherwise identical imidazolium and triazolium precursors across a number of NHC-catalyzed processes. These studies confirm striking differences in reactivity and mechanism between the two classes.
Struble
Justin R
JR
Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6232, USA.
Kaeobamrung
Juthanat
J
Bode
Jeffrey W
JW
D002384:Catalysis; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents / Q000737:chemistry; D015394:Molecular Structure; D012492:Salts; D013237:Stereoisomerism
D007093:Imidazoles; D007202:Indicators and Reagents; D012492:Salts