通过1-甲酰基二吡咯甲烷直接合成镁卟啉。
Direct synthesis of magnesium porphine via 1-formyldipyrromethane.
作者信息
Dogutan Dilek Kiper, Ptaszek Marcin, Lindsey Jonathan S
机构信息
Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
出版信息
J Org Chem. 2007 Jun 22;72(13):5008-11. doi: 10.1021/jo070532z. Epub 2007 May 23.
Abstract
The reaction of 1-formyldipyrromethane (100 mM) in toluene at 115 degrees C containing DBU (10 mol equiv) and MgBr2 (3 mol equiv) in the presence of air affords the magnesium chelate Mg(II) porphine in 30-40% yield. The advantages of the new method include simplicity, high concentration, chromatography-free purification, gram-scale synthesis, and avoidance of the poorly soluble free base porphine. Mg(II) porphine exhibits good solubility in common organic solvents and is a valuable core scaffold for derivatization.
摘要
在115℃下，1-甲酰基二吡咯甲烷（100 mM）在甲苯中，于空气存在的条件下，与1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU，10摩尔当量）和溴化镁（3摩尔当量）反应，以30 - 40%的产率得到镁螯合物Mg(II)卟啉。该新方法的优点包括操作简单、浓度高、无需柱色谱纯化、可进行克级规模合成以及避免了难溶性游离碱卟啉的产生。Mg(II)卟啉在常见有机溶剂中具有良好的溶解性，是用于衍生化的有价值的核心骨架。
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