1. Direct Synthesis of Magnesium Porphine via 1-Formyldipyrromethane.
- Author
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Kiper Dogutan, Dilek, Ptaszek, Marcin, and Lindsey, Jonathan S.
- Subjects
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ORGANOMAGNESIUM compounds , *ORGANIC synthesis , *METHANE , *SOLUBILITY , *ORGANIC solvents - Abstract
The reaction of 1-formyldipyrromethane (100 mM) in toluene at 115 °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. [ABSTRACT FROM AUTHOR]
- Published
- 2007
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