Reaction with Halogenated Compounds

On reaction with halogens, compound (3) affords bicyclic derivatives (4) having a transannular Au-Au bond (87). On treatment with CHjI, oxidative addition proceeds to give the product (6), which on methyla-tion yields (7) (71, 88). 

The e, q reacts with numerous organic compounds. Of particular interest to the field of waste treatment are the reactions with halogenated compounds. A... 

SAFETY PROFILE Moderately toxic by skin contact, inhalation, intravenous, and intraperitoneal routes. Mildly toxic by ingestion. Experimental teratogenic and reproductive effects. A skin and eye irritant. Less toxic than dimethylformamide. Mutation data reported. Combustible when exposed to heat and flame. A moderate explosion hazard. Violent reaction with halogenated compounds (e.g., carbon tetrachloride, hexachlorocyclohexane) when heated above 90°C. Iron powder catalyzes the reaction so that it initiates at 71 °C. 

Some examples of the lower reactivity of acetylenic Grignard reagents are the 1,2-addition reactions involving benzonitrile [29], and nucleophilic substitution reactions with halogen compounds that are limited to those highly reactive compounds, such as... 

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