Catalytic oxygenation of various monophenols by copper(I) complexes with bis(pyrazolyl)methane ligands: differences in reactivity

被引：21

作者：

Hamann, Jessica Nadine ^{[1
]}

Schneider, Rebecca ^{[1
]}

Tuczek, Felix ^{[1
]}

机构：

[1] Univ Kiel, Inst Inorgan Chem, Kiel, Germany

来源：

JOURNAL OF COORDINATION CHEMISTRY | 2015年 / 68卷 / 17-18期

关键词：

Type 3 copper enzymes; Tyrosinase; Model systems; Ortho-hydroxylation; Pyrazole; CRYSTAL-STRUCTURE; MODEL SYSTEM; TYROSINASE; HYDROXYLATION; OXIDATION; SPECTROSCOPY; MECHANISM; KINETICS; PHENOL;

D O I：

10.1080/00958972.2015.1074191

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Three new mononuclear copper(I) complexes supported by the symmetric ligands 1,1'-methylenebis-1H-pyrazole (BPM), 1,1'-methylenebis(3-methyl-1H-pyrazole) (mBPM), and 1,1'-methylenebis(3,5-di-methyl-1H-pyrazole) (dmBPM) were synthesized as catalytic model systems of tyrosinase. The influence of various functional groups on the catalytic conversion of monophenols is investigated and the formation of the corresponding ortho-quinones is monitored using UV/vis and NMR spectroscopy. Comparison of various monophenols reveals the differences in reactivity which are analyzed and interpreted based on key intermediates of the mechanistic cycle.

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页码：3259 / 3271

页数：13

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