Studies On Synthesis, Self-Assembly Of Carbamates And Methodology Exploration On α-Bromides

Four carbamates, i.e., 1,4-phenylenedimethylα,α'-bis(N-phenylcarbamate) (H1), nitrilotriethyl 2,2',2"-tris(N-phenylcarbamate) (H2), di(2-pyridinemethyl) 1, 4-phenylenedicarbamate (H3), dibenzyl 4-methyl-1,3-phenylenedicarbamate (H4) were synthesized from related alcohol and isocyanate, and among them, three are new compounds. Their structures were confirmed by IR and 1HNMR. The crystal structure of compound H1 was determined by X-ray diffraction and its self-assembly behavior was studied and discussed.Bromoglycoluril (BGU), a new type of bromine carrier, was synthesized via the bromination of glycoluril. The activity and selectivity of BGU have been investigated through its bromination with toluene, xylene, mesitylene, 1-methylnaphthalene, 2-methylpyridine and 2,6-dimethylpyridine. The results show that BGU is an excellent brominating agent with highα-selectivity. The environmental conditions have a great impact on the bromination of BGU. Initiated with light or trace of 2,2'-azobis(2-methylpropionitrile), the BGU suspended in CCl4 performsα-bromination on aromatic compounds, and the products are easy to be separated. While without light or other induced agent, the yield ofα-bromination is very poor and accompanied with varied side reactions.