NDLI: Isomers of β-substituted di and tri-nitrotetraphenylporphyrins and their copper(II) derivatives: Structure, optical and electrochemical redox properties

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Isomers of β-substituted di and tri-nitrotetraphenylporphyrins and their copper(II) derivatives: Structure, optical and electrochemical redox properties

Content Provider	Springer Nature Link
Copyright Year	1998
Abstract	Controlled nitration ofmeso-tetraphenylporphyrinatocopper(II) using fuming nitric acid leads to the formation of different β-substituted nitro derivatives. Five isomers of dinitro and three isomers of trinitrotetraphenylporphyrins have been isolated and characterised using FAB/MS,$^{1}$H 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 theβ-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.
Starting Page	37
Ending Page	52
Page Count	16
File Format	PDF
ISSN	02534134
Journal	Journal of Chemical Sciences
Volume Number	110
Issue Number	1
e-ISSN	09737103
Language	English
Publisher	Springer India
Publisher Date	1998-01-01
Publisher Institution	Indian Academy of Sciences
Publisher Place	New Delhi
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Isomers di and trinitrotetraphenylporphyrins ring-redox potentials crystal structure trinitrotetraphenylporphyrinatocopper(II) Chemistry/Food Science
Content Type	Text
Resource Type	Article
Subject	Chemistry

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