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Abstract |
When 8,16-dimethyl-5-nitro [2.2] metacyclophane (7) was treated with bromine under day light in the absence or in the presence of Fe powder, a mixture of 16-bromomethyl-8-methyl-5-nitro [2.2] MCP (8a)... and 8,16-bis (bromoethyl)-5-nitro [2.2]MCP (8a) or a mixture of 5-bromo-8,16-dimethyl-13-nitro [2.2] MCP (10) and 5-bromo-8-bromomethyl-16-methyl-13-nitro [2.2] MCP (11) were obtained, respectively. However, under shielding from light, the former reaction gave no product and the latter reaction afforded 10 in 91% yield. Bromiantion of 7 with 1.2 equivalents of NBS afforded 8a, and brominatinon with 2.5 equivalents of NBS afforded 8b.show more
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