Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 13, Pages 5008-5011Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo070532z
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Funding
- NIGMS NIH HHS [GM36238, R01 GM036238-20, R01 GM036238-19, R01 GM036238] Funding Source: Medline
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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.
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