2022
DOI: 10.1139/cjc-2021-0234
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Betaine formation from the reactions of N-heterocyclic carbenes with polarized alkenes

Abstract: N-heterocyclic carbenes [1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene 1a (IMes) or 1,3-bis(2,6-di-iso-propylphenyl)imidazolidene 1b (SIPr)] react with the polarized alkenes 2 and 4 to form the crystalline betaines 3a, 3b and 5a. Furthermore, a one-pot reaction between an aldehyde, malonitrile, and an imidazolium salt of an N-heterocyclic carbene has been developed for the efficient preparation of betaine 5a without isolation of the free carbene. Full characterization data, including X-ray crystal structure… Show more

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