Porphyrin analogues of Tröger's base: large chiral cavities with a bimetallic binding site
- 1 January 1995
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 10,p. 1077-1079
- https://doi.org/10.1039/c39950001077
Abstract
2-Amino-5,10,15,20-tetraarylporphyrins react with formaldehyde to give good yields of the corresponding octaaryl derivatives of the Tröger's base analogue in which two porphyrins are covalently Jinked by a diazocine bridge; the X-ray crystal-structure of the bis(tetraphenylporphyrinato)dipalladium(II) derivative 6 reveals a concave chiral cavity with two metal ion binding sites suitable for ditopic interactions with guest molecules.Keywords
This publication has 17 references indexed in Scilit:
- Azolyl substituted Tröger's basesJournal of the Chemical Society, Chemical Communications, 1993
- Chiral Bis(1,10-phenanthroline) with Tröger’s Base Skeleton. Synthesis and Interaction with DNAChemistry Letters, 1991
- Syntheses of quadruply two- and three-atom, aza-bridged, cofacial bis(5,10,15,20-tetraphenylporphyrins)Journal of the American Chemical Society, 1991
- Chemistry of synthetic receptors and functional group arrays. 10. Orderly functional group dyads. Recognition of biotin and adenine derivatives by a new synthetic hostJournal of the American Chemical Society, 1989
- Molecular recognition in aqueous media. Conformationally restricted water-soluble cyclophanes derived from 6H,12H-5,11-methanodibenzo[b,f][1,5]diazocineJournal of the American Chemical Society, 1988
- Tautomerism in 2-hydroxy-5,10,15,20-tetraphenylporphyrin: an equilibrium between enol, keto, and aromatic hydroxyl tautomersThe Journal of Organic Chemistry, 1988
- Structure of 5,11-methano-2,8-dimethyl-5,6,11,12-tetrahydrodibenzo[b,f][1,5]diazocine (Tröger's base) at 163 KActa Crystallographica Section C Crystal Structure Communications, 1986
- Efficient peripheral functionalization of porphyrinsTetrahedron, 1982
- Über die Spaltung der Tröger'schen Base in optische Antipoden, ein Beitrag zur Stereochemie des dreiwertigen StickstoffsHelvetica Chimica Acta, 1944
- Ueber einige mittelst nascirenden Formaldehydes entstehende BasenJournal für Praktische Chemie, 1887