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Molecules 2018, 23(3), 682; https://doi.org/10.3390/molecules23030682

Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling

Institute of Physical and Theoretical Chemistry, University of Bonn, 53115 Bonn, Germany
These authors equally contributed to this work.
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Academic Editor: John C. Walton
Received: 23 February 2018 / Revised: 12 March 2018 / Accepted: 16 March 2018 / Published: 17 March 2018
(This article belongs to the Special Issue Radical Chemistry)
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Abstract

Tris(2,3,5,6-tetrathiaaryl)methyl radicals, so-called trityl radicals, are emerging as spin labels for distance measurements in biological systems based on Electron Paramagnetic Resonance (EPR). Here, the synthesis and characterization of rigid model systems carrying either two or three trityl moieties is reported. The monofunctionalized trityl radicals are connected to the molecular bridging scaffold via an esterification reaction employing the Mukaiyama reagent 2-chloro-methylpyridinium iodide. The bis- and tris-trityl compounds exhibit different inter-spin distances, strength of electron–electron exchange and dipolar coupling and can give rise to multi-spin effects. They are to serve as benchmark systems in comparing EPR distance measurement methods. View Full-Text
Keywords: radicals; para-phenylene ethynylene; EPR; exchange coupling; pulsed dipolar spectroscopy; PELDOR; DEER radicals; para-phenylene ethynylene; EPR; exchange coupling; pulsed dipolar spectroscopy; PELDOR; DEER
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Jassoy, J.J.; Meyer, A.; Spicher, S.; Wuebben, C.; Schiemann, O. Synthesis of Nanometer Sized Bis- and Tris-trityl Model Compounds with Different Extent of Spin–Spin Coupling. Molecules 2018, 23, 682.

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