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Title: Intermolecular Hydrogen Transfers in 2,3-Dihydroimidazol-2-ylidene and 2,3-Dihydrothiazol-2-ylidene: a Theoretical Study
Authors: Cheng, M. J.;Hu, Ching-Han
Contributors: 化學系
Date: 2001-06
Issue Date: 2012-05-03T06:17:04Z
Publisher: Elsevier
Abstract: The remarkable stability of N-heterocyclic carbenes has been an area of great interest in chemistry. However, prototype carbenes of these molecules, i.e. those with hydrogen atoms bearing on the nitrogens, have not been isolated as stable compounds. It is clear from our theoretical study that these prototype carbenes (2,3-dihydroimidazol-2-ylidene and 2,3-dihydrothiazol-2-ylidene) should undergo intermolecular hydrogen transfers (forming imidazole and thiazole) easily at room temperature.
The prototype heterocyclic carbenes (dihydroimidazol-2-ylidene and 2,3-dihydrothiazol-2-ylidene) undergo intermolecular hydrogen transfers with very low activation barriers. Unlike their alkyl-substituted analogues, these carbenes cannot be isolated at room temperature.
Relation: Tetrahedron Lett., 42(23): 3897-3899
Appears in Collections:[化學系] 期刊論文

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