The air-stable crystalline carbene 1,3-dimesityl-4,5-dichloroimidazol-
2-ylidene (2) is produced from the chlorination of 1,3-dimesityimidazo
l-2-ylidene (1) by 2 equiv of carbon tetrachloride. The physical and s
pectroscopic properties of the carbene are reported. The features whic
h contribute to the exceptional stability of the carbene are discussed
. Further reaction of 2 with carbon tetrachloride leads to reduction o
f CCl4 to dichlorocarbene. The formation of the mixed carbene ''dimers
'' (olefins) from in situ generated dichlorocarbene and various imidaz
ol(in)-2-ylidenes is also reported. The tellurones derived from 1 and
2 are synthesized and compared.