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@ARTICLE{Paul:885452,
author = {Paul, Melanie and Teubner, Melissa and Grimm‐Lebsanft,
Benjamin and Golchert, Christiane and Meiners, Yannick and
Senft, Laura and Keisers, Kristina and Liebhäuser, Patricia
and Rösener, Thomas and Biebl, Florian and Buchenau, Sören
and Naumova, Maria and Murzin, Vadim and Krug, Roxanne and
Hoffmann, Alexander and Pietruszka, Jörg and
Ivanović‐Burmazović, Ivana and Rübhausen, Michael and
Herres‐Pawlis, Sonja},
title = {{E}xceptional {S}ubstrate {D}iversity in {O}xygenation
{R}eactions {C}atalyzed by a {B}is(μ‐oxo) {C}opper
{C}omplex},
journal = {Chemistry - a European journal},
volume = {26},
number = {34},
issn = {1521-3765},
address = {Weinheim},
publisher = {Wiley-VCH},
reportid = {FZJ-2020-03835},
pages = {7556 - 7562},
year = {2020},
abstract = {The enzyme tyrosinase contains a reactive side‐on peroxo
dicopper(II) center as catalytically active species in C−H
oxygenation reactions. The tyrosinase activity of the
isomeric bis(μ‐oxo) dicopper(III) form has been discussed
controversially. The synthesis of bis(μ‐oxo)
dicopper(III) species [Cu2(μ‐O)2(L1)2](X)2 ([O1](X)2,
X=PF6−, BF4−, OTf−, ClO4−), stabilized by the new
hybrid guanidine ligand
2‐{2‐((dimethylamino)methyl)phenyl}‐1,1,3,3‐tetramethylguanidine
(L1), and its characterization by UV/Vis, Raman, and XAS
spectroscopy, as well as cryo‐UHR‐ESI mass spectrometry,
is described. We highlight selective oxygenation of a
plethora of phenolic substrates mediated by [O1](PF6)2,
which results in mono‐ and bicyclic quinones and provides
an attractive strategy for designing new phenazines. The
selectivity is predicted by using the Fukui function, which
is hereby introduced into tyrosinase model chemistry. Our
bioinspired catalysis harnesses molecular dioxygen for
organic transformations and achieves a substrate diversity
reaching far beyond the scope of the enzyme.},
cin = {IBOC / IBG-1},
ddc = {540},
cid = {I:(DE-Juel1)IBOC-20090406 / I:(DE-Juel1)IBG-1-20101118},
pnm = {581 - Biotechnology (POF3-581)},
pid = {G:(DE-HGF)POF3-581},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:32104930},
UT = {WOS:000533570100001},
doi = {10.1002/chem.202000664},
url = {https://juser.fz-juelich.de/record/885452},
}