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Copper Complexes as Functional Models for Dopamine β-Hydroxylase – Stereospecific Oxygen Atom Transfer

✍ Scribed by Ingrid Blain; Pascale Bruno; Michel Giorgi; Elisabeth Lojou; Doris Lexa; Marius Réglier

Book ID
102658115
Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
781 KB
Volume
1998
Category
Article
ISSN
1434-1948

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✦ Synopsis

The stereochemistry of oxygen atom transfer mediated by bond of the indane ligand occurred. Using deuteriumlabelled copper complexes 2b and 5b, we found that, in both copper-oxygen species has been studied through a substrate binding ligand approach. Copper(II) [(IndPY2)Cu](CF 3 SO 3 ) 2 cases, the oxygen atom transfer occurs with retention of configuration. The high deuterium kinetic isotope effects (7.6 (2a) and copper(I) [( )Cu]PF 6 (5a) complexes were prepared and exposed to O 2 in media of benzoin/NEt 3 / and 11, respectively), determined by 13 C-NMR spectroscopy, strongly suggest the intermediacy of two different copper-CH 2 Cl 2 and CH 2 Cl 2 , respectively. In both cases, highly regioand stereoselective oxygen atom transfer to the benzylicC-H oxygen reactive species.

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Copper Complexes as Functional Models for Dopamine β-Hydroxylase – Mechanistic Study of Oxygen Atom Transfer from Cu/O Species to Benzylic C−H Bonds
✍ Ingrid Blain; Michel Giorgi; Innocenzo De Riggi; Marius Réglier 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 460 KB 👁 1 views

The mechanism of the oxygen atom transfer reaction mediated by copper-oxygen species has been studied through a substrate-binding ligand approach. Oxidations of copper 5-X-IndPY2 type complexes in which an electron donating (X = OMe) or withdrawing group (X = CN) substitutes the aromatic nucleus in