NDLI: Porphyrin amino acids– amide coupling, redox and photophysical properties of bis(porphyrin) amides

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Melomedov, Jascha Laquai, Frédéric Wünsche Von Leupoldt, Anica Meister, Michael Heinze, Katja
Description	Author Affiliation: Melomedov J ( Johannes Gutenberg-University of Mainz, Duesbergweg 10-14, 55128 Mainz, Germany.)
Abstract	New $trans-AB_{2}C$ meso-substituted porphyrin amino acid esters with meso-substituents of tunable electron withdrawing power (B = mesityl, $4-C_{6}H_{4}F,$ $4-C_{6}H_{4}CF_{3},$ $C_{6}F_{5})$ were prepared as free amines 3a–3d, as N-acetylated derivatives Ac-3a–Ac-3d and corresponding zinc(II) complexes Zn-Ac-3a–Zn-Ac-3d. Several amide-linked bis(porphyrins) with a tunable electron density at each porphyrin site were obtained from the amino porphyrin precursors by condensation reactions (4a–4d) and mono- and bis(zinc(II)) complexes $Zn^{2}22-4d$ and $Zn^{1}1Zn^{2}2-4d$ were prepared. The electronic interaction between individual porphyrin units in bis(porphyrins) 4 is probed by electrochemical experiments ( CV , EPR ), electronic absorption spectroscopy , steady-state and time-resolved fluorescence spectroscopy in combination with DFT/PCM calculations on diamagnetic neutral bis(porphyrins) 4 and on respective charged mixed-valent radicals $4^{+/−}+/−.$ The interaction via the $–C_{6}H_{4}–NHCO–C_{6}H_{4}–$ bridge, the site of oxidation and reduction and the lowest excited singlet state $S_{1},$ is tuned by the substituents on the individual porphyrins and the metalation state.
ISSN	14779226
Issue Number	26
Volume Number	42
e-ISSN	13645447
Journal	Dalton Trans.
Language	English
Publisher	Royal Society of Chemistry
Publisher Date	2013-07-14
Publisher Place	Great Britain (UK)
Access Restriction	Subscribed
Subject Keyword	Amides Chemistry Amino Acids Porphyrins Electron Spin Resonance Spectroscopy Molecular Structure Organometallic Compounds Chemical Synthesis Oxidation-Reduction Photochemical Processes Quantum Theory Zinc Journal Article Research Support, Non-U.S. Gov't
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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