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Cycloaddition of Porphyrins to Isatin: Synthesis of Novel Spiro Porphyrin Derivatives.
β Scribed by Xin-Gang Liu; Ya-Qing Feng; Chuang-Jiang Tan; Hong-Liang Chen
- Publisher
- John Wiley and Sons
- Year
- 2007
- Weight
- 18 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0931-7597
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An unusual synthesis of porphyrin has been developed using a novel biphasic solvent system. Under optimized conditions reproducible yields of pure porphyrin of over 15% can be easily obtained in about two hours from the acid-catalysed condensation of 2-hydroxymethylpyrrole in a solvent consisting of
The Ο-extended porphyrins 11a -c with a Ξ» max = 644, 643 and 639 nm were synthesized by an acid catalysed reaction of the dipyrrolylmethane 10 with different aldehydes followed by oxidation with 2,3-dichloro-5,6-dicyano-1,4-quinone (DDQ). In a second approach, 10 was decarboxylated to yield 12, whic