Selective Syntheses of A2B-Type meso-Triarylcorroles

Eduard Dolusic, Wim Dehaen

Research output: Contribution to conferencePoster

Abstract

A two-step synthesis of sterically encumbered triarylcorroles by acid-catalyzed [2+1] condensation of dipyrromethanes and aromatic aldehydes followed by oxidation with p-chloranil (or DDQ) is described. Careful monitoring of temperature, solvent, acidic catalyst and reaction time ultimately gave a reliable yield of 15-20% of the corroles, which is a significant improvement as compared to the procedures published earlier. The triarylcorroles prepared are intended for use (I) as sensor elements for anions and neutral molecules in membranes of self-assembled monolayers and (II) as labels for indoles thus providing novel probes for indole-binding proteins.
Original languageEnglish
PagesAbstracts, Sixth Sigma-Aldrich Organic Synthesis Meeting, Spa, Belgium, 5-6 December 2002, pp. 12-12
Number of pages1
Publication statusPublished - 2002
Event6th Sigma-Aldrich Symposium - Spa, Belgium
Duration: 5 Dec 2002 → …

Conference

Conference6th Sigma-Aldrich Symposium
CountryBelgium
CitySpa
Period5/12/02 → …

Fingerprint

Chloranil
Indoles
Self assembled monolayers
Aldehydes
Anions
Labels
Condensation
Carrier Proteins
Membranes
Oxidation
Catalysts
Molecules
Acids
Monitoring
Sensors
Temperature
dipyrromethane
corrole
indole

Keywords

  • triarylcorrole
  • corrole
  • organic synthesis

Cite this

Dolusic, E., & Dehaen, W. (2002). Selective Syntheses of A2B-Type meso-Triarylcorroles. Abstracts, Sixth Sigma-Aldrich Organic Synthesis Meeting, Spa, Belgium, 5-6 December 2002, pp. 12-12. Poster session presented at 6th Sigma-Aldrich Symposium, Spa, Belgium.
Dolusic, Eduard ; Dehaen, Wim. / Selective Syntheses of A2B-Type meso-Triarylcorroles. Poster session presented at 6th Sigma-Aldrich Symposium, Spa, Belgium.1 p.
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abstract = "A two-step synthesis of sterically encumbered triarylcorroles by acid-catalyzed [2+1] condensation of dipyrromethanes and aromatic aldehydes followed by oxidation with p-chloranil (or DDQ) is described. Careful monitoring of temperature, solvent, acidic catalyst and reaction time ultimately gave a reliable yield of 15-20{\%} of the corroles, which is a significant improvement as compared to the procedures published earlier. The triarylcorroles prepared are intended for use (I) as sensor elements for anions and neutral molecules in membranes of self-assembled monolayers and (II) as labels for indoles thus providing novel probes for indole-binding proteins.",
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Dolusic, E & Dehaen, W 2002, 'Selective Syntheses of A2B-Type meso-Triarylcorroles', 6th Sigma-Aldrich Symposium, Spa, Belgium, 5/12/02 pp. Abstracts, Sixth Sigma-Aldrich Organic Synthesis Meeting, Spa, Belgium, 5-6 December 2002, pp. 12-12.

Selective Syntheses of A2B-Type meso-Triarylcorroles. / Dolusic, Eduard; Dehaen, Wim.

2002. Abstracts, Sixth Sigma-Aldrich Organic Synthesis Meeting, Spa, Belgium, 5-6 December 2002, pp. 12-12 Poster session presented at 6th Sigma-Aldrich Symposium, Spa, Belgium.

Research output: Contribution to conferencePoster

TY - CONF

T1 - Selective Syntheses of A2B-Type meso-Triarylcorroles

AU - Dolusic, Eduard

AU - Dehaen, Wim

PY - 2002

Y1 - 2002

N2 - A two-step synthesis of sterically encumbered triarylcorroles by acid-catalyzed [2+1] condensation of dipyrromethanes and aromatic aldehydes followed by oxidation with p-chloranil (or DDQ) is described. Careful monitoring of temperature, solvent, acidic catalyst and reaction time ultimately gave a reliable yield of 15-20% of the corroles, which is a significant improvement as compared to the procedures published earlier. The triarylcorroles prepared are intended for use (I) as sensor elements for anions and neutral molecules in membranes of self-assembled monolayers and (II) as labels for indoles thus providing novel probes for indole-binding proteins.

AB - A two-step synthesis of sterically encumbered triarylcorroles by acid-catalyzed [2+1] condensation of dipyrromethanes and aromatic aldehydes followed by oxidation with p-chloranil (or DDQ) is described. Careful monitoring of temperature, solvent, acidic catalyst and reaction time ultimately gave a reliable yield of 15-20% of the corroles, which is a significant improvement as compared to the procedures published earlier. The triarylcorroles prepared are intended for use (I) as sensor elements for anions and neutral molecules in membranes of self-assembled monolayers and (II) as labels for indoles thus providing novel probes for indole-binding proteins.

KW - triarylcorrole

KW - corrole

KW - organic synthesis

M3 - Poster

SP - Abstracts, Sixth Sigma-Aldrich Organic Synthesis Meeting, Spa, Belgium, 5-6 December 2002, pp. 12-12

ER -

Dolusic E, Dehaen W. Selective Syntheses of A2B-Type meso-Triarylcorroles. 2002. Poster session presented at 6th Sigma-Aldrich Symposium, Spa, Belgium.