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  Verdazyls as possible building blocks for multifunctional molecular materials: A case study on 1,5-Diphenyl-3-(p-iodophenyl)-verdazyl focusing on magnetism, electron transfer and the applicability of the Sonogashira-Hagihara reaction.

Jobelius, H., Wagner, N., Schnakenburg, G., & Meyer, A. (2018). Verdazyls as possible building blocks for multifunctional molecular materials: A case study on 1,5-Diphenyl-3-(p-iodophenyl)-verdazyl focusing on magnetism, electron transfer and the applicability of the Sonogashira-Hagihara reaction. Molecules, 23(7): 1758. doi:10.3390/molecules23071758.

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Item Permalink: http://hdl.handle.net/21.11116/0000-0001-DA36-D Version Permalink: http://hdl.handle.net/21.11116/0000-0003-6FFD-5
Genre: Journal Article

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 Creators:
Jobelius, H., Author
Wagner, N., Author
Schnakenburg, G., Author
Meyer, A.1, Author              
Affiliations:
1Research Group of Electron Paramagnetic Resonance, MPI for Biophysical Chemistry, Max Planck Society, ou_578606              

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Free keywords: radicals; exchange coupling; cross-coupling; broken symmetry DFT; EPR spectroscopy; X-ray crystallography; redox chemistry
 Abstract: This work explores the use of Kuhn verdazyl radicals as building blocks in multifunctional molecular materials in an exemplary study, focusing on the magnetic and the electron transfer (ET) characteristics, but also addressing the question whether chemical modification by cross-coupling is possible. The ET in solution is studied spectroscopically, whereas solid state measurements afford information about the magnetic susceptibility or the conductivity of the given samples. The observed results are rationalized based on the chemical structures of the molecules, which have been obtained by X-ray crystallography. The crystallographically observed molecular structures as well as the interpretation based on the spectroscopic and physical measurements are backed up by DFT calculations. The measurements indicate that only weak, antiferromagnetic (AF) coupling is observed in Kuhn verdazyls owed to the low tendency to form face-to-face stacks, but also that steric reasons alone are not sufficient to explain this behavior. Furthermore, it is also demonstrated that ET reactions proceed rapidly in verdazyl/verdazylium redox couples and that Kuhn verdazyls are suited as donor molecules in ET reactions.

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Language(s): eng - English
 Dates: 2018-07-18
 Publication Status: Published online
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 Table of Contents: -
 Rev. Method: Peer
 Identifiers: DOI: 10.3390/molecules23071758
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Title: Molecules
Source Genre: Journal
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Pages: 24 Volume / Issue: 23 (7) Sequence Number: 1758 Start / End Page: - Identifier: -