N3S-ligated Copper(II) Complex Catalyzed Selective Oxidation of Benzylic Alcohols to Aldehydes under Mild Reaction Conditions

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초록

A Cu(II) complex with an three nitrogens and one sulfur coordination environment was synthesized and characterized. Its redox potential was observed at 0.483 V vs. NHE, very similar to that of a Cu-containing fungal enzyme, galactose oxidase, which catalyzes the oxidation of alcohols to corresponding aldehydes with the concomitant reduction of molecular oxygen to water. The Cup complex selectively oxidizes the benzylic alcohols using TEMPO/O-2 under mild reaction conditions to corresponding aldehydes without forming any over-oxidation product. Moreover, the catalyst can be recovered and reused multiple times for further oxidation reactions, thus minimizing the waste generation.

키워드

Copper(II) catalyst; Selective oxidation; Reusability and easy separation; AEROBIC OXIDATION; ACTIVE-SITE; HEXADENTATE LIGANDS; GALACTOSE-OXIDASE; THIOETHER; OXYGEN; KETONES; TEMPO; REDOX
제목
N3S-ligated Copper(II) Complex Catalyzed Selective Oxidation of Benzylic Alcohols to Aldehydes under Mild Reaction Conditions
저자
Dharmalingam, Sivanesan; Koo, Eunhae; Yoon, Sungho; Park, Gyoosoon
DOI
10.5012/bkcs.2014.35.3.715
발행일
2014-03
유형
Article
저널명
Bulletin of the Korean Chemical Society
권
35
호
3
페이지
715 ~ 720