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Isomers Of Beta-substituted Di And Tri-nitrotetraphenylporphyrins And Their Copper(II) Derivatives: Structure, Optical And Electrochemical Redox Properties
| Content Provider | Indian Institute of Science (IISc) |
|---|---|
| Author | Dahal, S. Krishnan, V. Nethaji, M. |
| Copyright Year | 1998 |
| Abstract | Controlled nitration of meso-tetraphenylporphyrinato copper(II) using fuming nitric acid leads to the formation of different beta-substituted nitro derivatives. Five isomers of dinitro and three isomers of trinitrotetraphenylporphyrins have been isolated and characterised using FAB MS, H-1 NMR, UV-VIS and IR spectroscopies. The single crystal X-ray data on the copper(II) derivative of one of the isomers of trinitrotetraphenylporphyrin revealed 'saddle' conformation of the porphyrin core resulting from the nitro group substitution at the beta-pyrrole carbons. The electrochemical redox behaviour of the free-base porphyrins and their copper(II) derivatives revealed that successive substitution of nitro groups at the pyrrole carbons shifts the one-electron ring oxidations anodically while the ring reduction occurs at a less cathodic potential relative to the unsubstituted porphyrin. The isomer specific shifts in the redox potentials bear a direct relationship with the relative energy levels of HOMO LUMO obtained from AM1 calculations. |
| File Format | |
| Journal | PeerReviewed |
| Language | English |
| Publisher | Indian Academy Of Sciences |
| Publisher Date | 1998-01-01 |
| Access Restriction | Authorized |
| Subject Keyword | Inorganic & Physical Chemistry |
| Content Type | Text |
| Resource Type | Article |
