SNAr reactions of beta-substituted porphyrins and the synthesis of meso substituted tetrabenzoporphyrins
- Reaction of 2,3.7,8,12,13,17,18-octaethylporphyrin with LiR reagents containing functional groups readily yields meso substituted derivatives suitable for further transformations with residues such as -p-C6H5Br, -p-C6H5-C=CH - p-C6H5-NH2 or -(CH2)(3)-CH=CH2. Similar reactions of tetrabenzoporphyrin with alkyllithium reagents afforded the first entry into meso mono- and dialkylsubstituted tetrabenzoporphyrins while reaction of bicyclo[2.2.2]oct-type masked isoindole precursors with LiR followed by in situ retro-Diels-Alder reaction also afforded the 5-phenyl and 5,10- diphenyltetrabenzoporphyrins in high purity. (C) 2004 Elsevier Ltd. All rights reserved
Author details: | Mathias O. Senge, Ines Bischoff |
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ISSN: | 0040-4039 |
Publication type: | Article |
Language: | English |
Year of first publication: | 2004 |
Publication year: | 2004 |
Release date: | 2017/03/24 |
Source: | Tetrahedron Letters. - ISSN 0040-4039. - 45 (2004), 8, S. 1647 - 1650 |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
Peer review: | Referiert |