| Publication Type |
Journal Article |
| Title |
Oxygen activation by copper camphor complexes |
| Authors |
Alexandra P. S. Roseiro Pedro Adão Adelino M. Galvão J.C. Pessoa Ana M. Botelho do Rego M Fernanda NN Carvalho |
| Groups |
BIOIN BioMol |
| Journal |
INORGANIC CHEMISTRY FRONTIERS |
| Year |
2015 |
| Month |
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|
| Volume |
2 |
| Number |
11 |
| Pages |
1019-1028 |
| Abstract |
Cleavage of the carboximide CN bond promoted by reaction of camphor carboximide hydrochlorides (OC10H15CONHCH2COOLi(H2O)(2)center dot 2HCl (2) or OC10H15CONHCH(CH2Ph)COOLi(H2O)center dot HCl (3)) with CuCl2 leads to the corresponding amino acid complexes ([Cu(H2NCH2COO)(2)] (I) and [Cu\H2NCH(CH2Ph)COO\(2)]center dot(H2O) (II)), and the camphor carboxylate residue (OC10H15COO-) which is catalytically oxidized to camphorquinone by oxygen from air. The process is mediated by coordination of the camphor carboxylate to copper. The reaction of the camphor carboximide hydrochloride (OC10H15CONH(CH2)(2)COOLi(H2O)center dot HCl) (4) with CuCl2 follows a different trend. In this case the CN camphor carboximide bond remains intact and the complexes [CuCl\OC10H15CONH(CH2)(2)COOLi(H2O)\] (III) and [\CuCl2\(2)\OC10H15CONH(CH2)(2)COOLi(H2O)\] (IV) form. However, a redox process also occurs, since formation of III requires Cu(II) -> Cu(I) reduction as confirmed by X-ray photoelectron spectroscopy and cyclic voltammetry. A related reduction process was identified in the formation of [CuCl(OC10H15COOLi)] (V) from CuCl2 upon reaction with lithium camphor carboxylate (OC10H15COOLi) under nitrogen. The above results show that electron transfer is highly facilitated in the copper camphor carboximide/carboxylate system. Such an ability was used to activate oxygen from air and promote the oxidation of ethylacetoacetate to pyruvate using V as the catalyst. |
| DOI |
http://dx.doi.org/10.1039/c5qi00064e |
| ISBN |
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| Publisher |
CHINESE CHEMICAL SOC |
| Book Title |
|
| ISSN |
2052-1553 |
| EISSN |
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| Conference Name |
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| Bibtex ID |
ISI:000364551900007 |
| Observations |
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