Formation of tetrabenzoporphine skeleton by the reactions of phthalimide with zinc carbonates
作者:Kunihiro Ichimura、Masako Sakuragi、Hisayuki Morii、Madoka Yasuike、Yasumasa Toba、Masaru Fukui、Osamu Ohno
DOI:10.1016/s0020-1693(00)87937-2
日期:1991.8
The high temperature reactions of phthalimide potassium salt (PIK) with various zinc carbonates were carried out. The reaction of PIK with zinc acetate yielded tetrabenzoporphinato zinc (ZnTBP). Tetra-tert-butyltetrabenzoporphinato zinc (ZntBu4TBP), whose four tert-butyl substituents were positioned on the TBP periphery, was also prepared in a similar way using the 4-tert-butylphthalimide potassium salt (4-tBuPIK). These results were explained on the basis of the function of zinc acetate as the meso-methine carbon source of the TBP structure. The use of zinc phenylacetate instead of zinc acetate in the reaction of PIK led to the production of meso-phenyl substituted ZnTBPs, although they were different in the number of meso-phenyl substituent(s). The attempt to introduce alkyl residues at the meso-position(s) by the reaction of PIK in the presence of zinc alkylacetate having a long alkyl chain was not successful, except for the substitution of the methyl group using zinc propionate.