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Open AccessArticle

Fluorescent Bis(guanidine) Copper Complexes as Precursors for Hydroxylation Catalysis

1
Institute of Inorganic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany
2
Institut für Nanostruktur- und Festkörperphysik, Universität Hamburg and Center For Free Electron Laser Science, Notkestrasse 85, 22607 Hamburg, Germany
*
Author to whom correspondence should be addressed.
Dedicated to Prof. Dr. Gerald Henkel on the occasion of his 70th birthday.
Inorganics 2018, 6(4), 114; https://doi.org/10.3390/inorganics6040114
Received: 5 August 2018 / Revised: 12 October 2018 / Accepted: 15 October 2018 / Published: 20 October 2018
(This article belongs to the Special Issue Metal Mediated Small Molecule Activation)
Bis(guanidine) copper complexes are known for their ability to activate dioxygen. Unfortunately, until now, no bis(guanidine) copper-dioxygen adduct has been able to transfer oxygen to substrates. Using an aromatic backbone, fluorescence properties can be added to the copper(I) complex which renders them useful for later reaction monitoring. The novel bis(guanidine) ligand DMEG2tol stabilizes copper(I) and copper(II) complexes (characterized by single crystal X-ray diffraction, IR spectroscopy, and mass spectrometry) and, after oxygen activation, bis(µ-oxido) dicopper(III) complexes which have been characterized by low-temperature UV/Vis and Raman spectroscopy. These bis(guanidine) stabilized bis(µ-oxido) complexes are able to mediate tyrosinase-like hydroxylation activity as first examples of bis(guanidine) stabilized complexes. The experimental study is accompanied by density functional theory calculations which highlight the special role of the different guanidine donors. View Full-Text
Keywords: oxygen activation; guanidine; copper complexes; crystallography; UV/Vis spectroscopy; hydroxylation; N-donor ligand; density functional theory oxygen activation; guanidine; copper complexes; crystallography; UV/Vis spectroscopy; hydroxylation; N-donor ligand; density functional theory
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MDPI and ACS Style

Strassl, F.; Hoffmann, A.; Grimm-Lebsanft, B.; Rukser, D.; Biebl, F.; Tran, M.A.; Metz, F.; Rübhausen, M.; Herres-Pawlis, S. Fluorescent Bis(guanidine) Copper Complexes as Precursors for Hydroxylation Catalysis. Inorganics 2018, 6, 114.

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