Korotkikh Nikolai I, Cowley Alan H, Moore Jennifer A, Glinyanaya Nataliya V, Panov Ilia S, Rayenko Gennady F, Pekhtereva Tatyana M, Shvaika Oles P
The L. M. Litvinenko Institute of Physical Organic and Coal Chemistry, Ukrainian Academy of Sciences, 70 R. Luxemburg, Donetsk 83114, Ukraine.
Org Biomol Chem. 2008 Jan 7;6(1):195-9. doi: 10.1039/b712885a. Epub 2007 Nov 23.
Four stable carbenes, 1-tert-butyl-3,4-diaryl-1,2,4-triazol-5-ylidenes 1a-d, including new fluorine-containing compounds 1c,d, react with a malonic ester to afford heterocyclic zwitterionic compounds 5a-d. The reactions with more acidic compounds (ethyl acetoacetate, malononitrile and 1,3-dimethylbarbituric acid) proceed with substrate deprotonation to form the respective azolium salts 6a-c. The X-ray crystal structure of 5a was also determined.
