アミン・BF_3 付加物の熱分解をキーステップとしたポルフィンの新規合成法の開拓

概要

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"Three new approaches have been developed for the porphine synthesis. The first one is the modificationof Lindsey method, in which 1:1:1 mixture of pyrrole, Schiff's base of formaldehyde, and BF3 diethyl etherate wasrefluxed in chloroform under Ar atmosphere for 6 hrs, then the reaction mixture was oxidized by chloranil, and thefinal purification was carried out with silica gel chromatograph. The porphine yield was 4 ~ 5 %. In the secondone, mono-functional Mannich base of pyrrole and the BF3 etherate were used as the starting materials, and by thesame treatment as in the first one, 5 ~ 6 % of porphine yield was obtained after the reaction for 48 hrs. The thirdone is the reaction among di-functional Mannich base, pyrrole, and the BF3 etherate, and gave 5 ~ 6 % of porphineyield, the shortening of the reaction time to 24 hrs being observed. These three approaches seem to involve thesame pyrolysis process of amine-BF3 adduct as key step."
茨城工業高等専門学校の論文
2011-03-01