Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted phenyl) porphyrins using dipyrromethanes

Authors
Citation
En. Durantini, Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted phenyl) porphyrins using dipyrromethanes, MOLECULES, 6(6), 2001, pp. 533-539
Citations number
10
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
6
Issue
6
Year of publication
2001
Pages
533 - 539
Database
ISI
SICI code
1420-3049(200106)6:6<533:SO5PPU>2.0.ZU;2-G
Abstract
5-(4-X-Phenyl)-10, 15,20-tris(substituted phenyl) porphyrins (4-6) were syn thesized from meso-(substituted phenyl) dipyrromethanes (1-3), which in tur n were prepared in yields of 75-92%. This synthetic pathway was compared wi th the binary mixed aldehyde and pyrrole condensation method. The reported dipyrromethane approach is advantageous for porphyrins substituted by -OCH3 (4) and -F (6) groups (12-14%), while the yield of pophyrins bearing -N(CH 3)(2) (5) groups was similar (similar to0.3%) by both methods.