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The carbene adducts 3a-c (R 1  = Me, Et, iso-Pr; R 2  = Me) are formed from the 2,3-dihydro-imidazol-2-ylidenes 1a-c and 1,2-dichloroethane as air-sensitive solids in good yields. The compounds exhibit a reactive Cl-Cl bond. Benzene is chlorinated by 3a,b to give chlorobenzene and the imidazolium salts 10a,b under mild conditions. 3c acts as a chloride donor to give with AICI 3  and SO 2  the 2-chloroimidazolium salts 12c and 13c (X = AlCl 4 , SO 2 Cl). On hydrolysis, the less reactive hydrate salt 14c is formed from 3c. The X-ray structures of 10a and 14c are reported.

Stabile Carben-Addukte des Chlors / Stable Carbene Adducts of Chlorine