Unprecedented Copper(II) Complex with a Topoquinone-like Moiety as a Structural and Functional Mimic for Copper Amine Oxidase: Role of Copper(II) in the Genesis and Amine Oxidase Activity

被引：22

作者：

Jangir, Ritambhara ^{[1
]}

Ansari, Mursaleem ^{[1
]}

Kaleeswaran, Dhananjayan ^{[1
]}

Rajaraman, Gopalan ^{[1
]}

Palaniandavar, Mallayan ^{[1
,2
]}

Murugavel, Ramaswamy ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India

[2] Bharathidasan Univ, Tiruchirappalli 620024, Tamil Nadu, India

来源：

ACS CATALYSIS | 2019年 / 9卷 / 12期

关键词：

copper amine oxidase; bioinspired catalysis; topoquinone; amine oxidation; mechanism; CATALYZED AEROBIC OXIDATION; ELECTRONIC-STRUCTURE; RADICAL PRODUCTION; CRYSTAL-STRUCTURES; SECONDARY-AMINES; BENZYLIC AMINES; AROMATIC-AMINES; OXIDIZED COPPER; BASE COMPLEX; IMINES;

D O I：

10.1021/acscatal.9b02326

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Copper amine oxidase (CAO), consisting of the topoquinone (TPQ) cofactor, catalyzes the oxidation of primary amines to aldehyde. We have successfully addressed this issue through isolation of a copper complex which mimics the active-site structure as well as the function of CAO. This inimitable complex, consisting of two TPQ-like side-arms, formed by ambient aerial oxidation of a precursor Schiff base complex, is the most efficient homogeneous catalyst for quantitative oxidation of primary benzylic amines to corresponding secondary imines under ambient conditions within 30 min. The longstanding contention of actual involvement of Cu(II) in the catalysis is resolved through quenching experiments of Cu(II) superoxo species and detailed density functional theory studies.

引用

页码：10940 / 10950

页数：21

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