The synthesis of various aryl halides is described: these are designed to explore the structural characteristics which are sufficient to enable copper(I)-assisted substitution of the halide by cyanide to proceed. The copper ion serves to polarise the substrate; stable co-ordination complexes are not formed. The role of various heteroatoms in the substrate is assessed and the importance of intramolecular hydrogen bonding is established.
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Connor et al. (1990) studied this question.
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