Reaction of β-formylporphyrins with organometallic reagents — A facile method for the preparation of porphyrins with exocyclic double bonds
作者:Steffen Runge、Mathias O. Senge
DOI:10.1016/s0040-4020(99)00579-7
日期:1999.8
various organolithium reagents to form porphyrins with exocyclic double bonds. The reaction involved conversion with LiR to the respective alcohol. Subsequence dehydratization of the alcohols yielded olefinic systems in which the double bond formed was located in the meso substituent neighboring the β position, i.e., the result of a 1,5-hydride shift. Depending on the organolithium reagent used various olefinic
用各种有机锂试剂处理5,10,15,20-四烷基-2-甲酰基卟啉以形成具有环外双键的卟啉。该反应涉及用LiR转化成相应的醇。醇的子序列脱水产生烯烃体系,其中形成的双键位于β位附近的内消旋取代基中,即1,5-氢化物移位的结果。取决于所使用的有机锂试剂,只要中间碳正离子的稳定性足够高,就可以使用各种烯烃卟啉。此外,使用彼得森烯化允许2-乙烯基-5,10,15,20-四烷基卟啉的容易的合成,并且有机二锂试剂的使用使官能化的双卟啉的获得方便。