Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using Dipyrromethanes

5-(4-X-Phenyl)-10,15,20-tris(substituted phenyl) porphyrins (4-6) were synthesized from meso-(substituted phenyl) dipyrromethanes (1-3), which in turn were prepared in yields of 75-92 %. This synthetic pathway was compared with the binary mixed aldehyde and pyrrole condensation method. The reported...

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Main Author: Edgardo N. Durantini
Format: Article
Language:English
Published: MDPI AG 2001-05-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/6/6/533/
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author Edgardo N. Durantini
author_facet Edgardo N. Durantini
author_sort Edgardo N. Durantini
collection DOAJ
description 5-(4-X-Phenyl)-10,15,20-tris(substituted phenyl) porphyrins (4-6) were synthesized from meso-(substituted phenyl) dipyrromethanes (1-3), which in turn were prepared in yields of 75-92 %. This synthetic pathway was compared with 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 porphyrins bearing –N(CH3)2 (5) groups was similar (~0.3 %) by both methods.
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spelling doaj.art-a99587517e0f48c5a1ac8a18836311892022-12-21T18:56:26ZengMDPI AGMolecules1420-30492001-05-016653353910.3390/60600533Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using DipyrromethanesEdgardo N. Durantini5-(4-X-Phenyl)-10,15,20-tris(substituted phenyl) porphyrins (4-6) were synthesized from meso-(substituted phenyl) dipyrromethanes (1-3), which in turn were prepared in yields of 75-92 %. This synthetic pathway was compared with 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 porphyrins bearing –N(CH3)2 (5) groups was similar (~0.3 %) by both methods.http://www.mdpi.com/1420-3049/6/6/533/Porphyrindipyrromethane
spellingShingle Edgardo N. Durantini
Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using Dipyrromethanes
Molecules
Porphyrin
dipyrromethane
title Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using Dipyrromethanes
title_full Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using Dipyrromethanes
title_fullStr Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using Dipyrromethanes
title_full_unstemmed Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using Dipyrromethanes
title_short Synthesis of 5-(4-X-Phenyl)-10,15,20-tris(Substituted Phenyl) Porphyrins Using Dipyrromethanes
title_sort synthesis of 5 4 x phenyl 10 15 20 tris substituted phenyl porphyrins using dipyrromethanes
topic Porphyrin
dipyrromethane
url http://www.mdpi.com/1420-3049/6/6/533/
work_keys_str_mv AT edgardondurantini synthesisof54xphenyl101520trissubstitutedphenylporphyrinsusingdipyrromethanes