A survey of acid catalysts for use in two-step, one-flask syntheses of meso-substituted porphyrinic macrocycles

被引:80
作者
Geier, GR [1 ]
Ciringh, Y [1 ]
Li, FR [1 ]
Haynes, DM [1 ]
Lindsey, JS [1 ]
机构
[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA
关键词
D O I
10.1021/ol005917h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Diverse Lewis acids and Bronsted acids were examined in the two-step, one-flask synthesis of meso-tetraphenylporphyrin, N-confused tetraphenylporphyrin, and tetraphenylsapphyrin. The scope of acid catalysis was found to be very broad, with 35 of 45 acids providing TPP in yields ranging from 5% to 58%, NC-TPP was also widely observed in yields of 1-40%, and TPS was infrequently observed in yields of <1%. Additionally, conditions were found for direct preparation of magnesium TPP and copper TPP.
引用
收藏
页码:1745 / 1748
页数:4
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