Central zinc metal-controlled regioselective -bromination of β-silylporphyrins-rapid access to ,β-dual-functionalized porphyrins

A convenient method for the preparation of meso ,β-dual-functionalized porphyrin was developed. The bromination of zincated β-silylporphyrin with NBS selectively yielded meso -bromo-β-silylporphyrin, whereas, the bromination of free-base β-silylporphyrin selectively yielded β-bromoporphyrin via an ipso -substitution of the silyl group. These meso ,β-dual-functionalized porphyrins could be used as multipurpose synthons for fabricating various porphyrin derivatives. A convenient method for preparing meso ,β-dual-functionalized porphyrin through a central zinc metal-controlled regioselective bromination of zincated β-silylporphyrin was developed.