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Frontispiece: Record Broken: A Copper Peroxide Complex with Enhanced Stability and Faster Hydroxylation Catalysis
Author(s) -
Liebhäuser Patricia,
Keisers Kristina,
Hoffmann Alexander,
Schnappinger Thomas,
Sommer Isabella,
Thoma Anne,
Wilfer Claudia,
Schoch Roland,
Stührenberg Kai,
Bauer Matthias,
Dürr Maximilian,
IvanovićBurmazović Ivana,
HerresPawlis Sonja
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201785069
Subject(s) - hydroxylation , catalysis , chemistry , tyrosinase , electrophile , peroxide , substrate (aquarium) , substituent , copper , phenol , combinatorial chemistry , photochemistry , medicinal chemistry , organic chemistry , enzyme , oceanography , geology
Bis(pyrazolyl)methane copper peroxide complexes display tyrosinase‐like catalytic phenol hydroxylation activity. An exchange of the pyridinyl unit (background) by a methylimidazolyl unit (middle) enhances the catalytic activity. In turn, substituting the pyridinyl with a carboxymethyl group (foreground) enhances the stability and the catalytic activity in catalytic phenol hydroxylation. This makes the presented tyrosinase model the fastest catalytic model. Kinetic measurements reveal substrate‐binding behaviour and a biomimetic electrophilic reaction mechanism. DFT calculations show that the carboxymethyl substituent weakens the pyridinyl donor, which enhances the activity. For more details, see the Full Paper by S. Herres‐Pawlis et al. on page 12171 ff.