Artigo Revisado por pares

Synthesis, characterization and catalytic activity of μ-phenoxodicopper complexes with bi-Schiff bases derived from α-amino acids

2005; CSIR-NISCAIR; Volume: 44; Issue: 11 Linguagem: Inglês

ISSN

0975-0975

Autores

Junfa Wei, Xian‐Ying Shi,

Tópico(s)

Metal-Catalyzed Oxygenation Mechanisms

Resumo

Several di copper compl exes and re le vant dime ta l complexes have bee n sy nthesized with th e bi -Sc hiff base li gands formed by 2,6-diformyl-4- me th y lph e no l (HDFA) with g lyci ne, L-phenylalanine, L-hi stidine or hi stamine, and characteri zed by e lemental analys is, IR, UV-vis, CD, EPR, and XPS. Usin g the CU 2 complexes as models of dopamine fi- hydroxyla se ( D,B H) and peptid y lg lycin e a-hydroxylati o n monooxygena~e ( PHM), we have in vestigated th e epoxidati on of styren e with PhlO as th e monooxygen donor. The results s how th at sty rene oxide is the main product of epoxidatio n of sty rene, and that no be nzaldehyde is formed as th e by-product. Turnover numbers (TNs) of each model complex in e poxidatio n o f sty rene are 4.7, 3. L 2.S, and 2 .5 molI C Uz. fo r the complex de ri ved from g lyc in e, phenylalan ine, L-hi stidine, and hi stam ine, respec­ tive ly . EPR stu dy reveals th at a hyperval e nt iodine oxo int e rmediat e CuCu <--o-lPh mi g ht be formed as th e active species. ruling o ut th e poss ibility of formation of th e hypervale nt meta l-oxo species C u(III)=O in th c oxidation course. IPC Code: Int. C I 7 C07C25 1/02; C07F I lOS Copper-containing proteins and enzymes, such as he­ mocyanin (Hc), tyrosinase (Tyr), dopamine fJ­ hydroxylase (OfJH), peptidylglycine a-hydroxylation monooxygenase (PHM), and particulate methane monooxygenase (pMMO) have biological importance. For applications related to biological oxidatio ns and developing biomimetic catalysts employed in selec­ tive oxidation of organics, these copper-containing proteins, enzymes and the complexes mimicking them have been continuously an active and spectacu lar re­ search area 1-4. In the past two decades, many inge nu­

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