Crystalline 1H-1,2,3-Triazol-5-ylidenes: New Stable Mesoionic Carbenes (MICs)


  • We are grateful to the NIH (R01 GM 68825) and the DOE (DE-FG02-09ER16069) for financial support of this work.


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Click makes MICs: A short modular synthesis allows the preparation of novel stable heterocycles that feature a lone pair of electrons on a carbon center. The donor properties of these mesoionic compounds are greater than those of classical N-heterocyclic carbenes; they are accessible by deprotonation of the corresponding conjugate acids using comparatively mild bases.