Porphyrin Synthesis in Water Provides New Expanded Porphyrins with Direct Bipyrrole Linkages: Isolation and Characterization of Two Heptaphyrins
- 1 May 2006
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 128 (20) , 6568-6569
- https://doi.org/10.1021/ja061621g
Abstract
The use of water for the porphyrin cyclization changes the products completely. Scandium-catalyzed aqueous condensation between pentafluorobenzaldehyde and pyrrole and subsequent oxidation provides novel expanded porphyrins with direct bipyrrole linkages, of which two novel heptaphyrins have been characterized by X-ray analyses.Keywords
This publication has 20 references indexed in Scilit:
- Hydrophobically Directed Organic SynthesisAngewandte Chemie International Edition in English, 2006
- Reactions in Micellar SystemsAngewandte Chemie International Edition in English, 2005
- Organic Reactions in Aqueous Media with a Focus on Carbon−Carbon Bond Formations: A Decade UpdateChemical Reviews, 2005
- Determining the Geometries of Transition States by Use of Antihydrophobic Additives in WaterAccounts of Chemical Research, 2004
- Core-Modified Expanded Porphyrins: New Generation Organic MaterialsAccounts of Chemical Research, 2003
- Dehydration Reactions in Water. Brønsted Acid−Surfactant-Combined Catalyst for Ester, Ether, Thioether, and Dithioacetal Formation in WaterJournal of the American Chemical Society, 2002
- 30π Aromatic Meso-Substituted Heptaphyrin Isomers: Syntheses, Characterization, and Spectroscopic StudiesThe Journal of Organic Chemistry, 2002
- Giant Porphyrinoids: From Figure Eights to Nanomolecular CavitiesAngewandte Chemie International Edition in English, 2000
- Solvent-Free Condensation of Pyrrole and Pentafluorobenzaldehyde: A Novel Synthetic Pathway to Corrole and OligopyrromethenesOrganic Letters, 1999
- Porphyrin Synthesis in Surfactant Solution: Multicomponent Assembly in MicellesThe Journal of Organic Chemistry, 1996