O2activation and selective phenolate ortho hydroxylation by an unsymmetric dicopper μη1: η1-peroxido Complex

Isaac Garcia-Bosch; Anna Company; Jonathan R. Frisch; Miquel Torrent-Sucarrat; Mar Cardellach; Ilaria Gamba; Mireia Güell; Luigi Casella; Lawrence Que; Xavi Ribas; Josep M. Luis; Miquel Costas

doi:10.1002/anie.200906749

O₂activation and selective phenolate ortho hydroxylation by an unsymmetric dicopper μη¹: η¹-peroxido Complex

Isaac Garcia-Bosch, Anna Company, Jonathan R. Frisch, Miquel Torrent-Sucarrat, Mar Cardellach, Ilaria Gamba, Mireia Güell, Luigi Casella, Lawrence Que, Xavi Ribas, Josep M. Luis, Miquel Costas

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

96 Scopus citations

Abstract

Unusual reactivity: A novel unsymmetric dicopper complex gives rise to the unsymmetric species 1-O₂having a μ-η¹: η¹-O₂binding mode and reactivity patterns not previously observed for symmetric analogues. It is unreactive in oxygen atom transfer reactions, but it can selectively bind phenolate and mediate its Ortho hydroxylation, thereby demonstrat-ing a conceptually different tyrosinase model with exquisite selectivity. (Figure Presented)

Original language	English (US)
Pages (from-to)	2406-2409
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	13
DOIs	https://doi.org/10.1002/anie.200906749
State	Published - Mar 22 2010

Keywords

Bioinorganic chemistry
Dioxygen ligands
O-o activation
Oxidation

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Garcia-Bosch, I., Company, A., Frisch, J. R., Torrent-Sucarrat, M., Cardellach, M., Gamba, I., Güell, M., Casella, L., Que, L., Ribas, X., Luis, J. M., & Costas, M. (2010). O₂activation and selective phenolate ortho hydroxylation by an unsymmetric dicopper μη¹: η¹-peroxido Complex. Angewandte Chemie - International Edition, 49(13), 2406-2409. https://doi.org/10.1002/anie.200906749

Garcia-Bosch, I, Company, A, Frisch, JR, Torrent-Sucarrat, M, Cardellach, M, Gamba, I, Güell, M, Casella, L, Que, L, Ribas, X, Luis, JM & Costas, M 2010, 'O₂activation and selective phenolate ortho hydroxylation by an unsymmetric dicopper μη¹: η¹-peroxido Complex', Angewandte Chemie - International Edition, vol. 49, no. 13, pp. 2406-2409. https://doi.org/10.1002/anie.200906749

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abstract = "Unusual reactivity: A novel unsymmetric dicopper complex gives rise to the unsymmetric species 1-O2having a μ-η1: η1-O2binding mode and reactivity patterns not previously observed for symmetric analogues. It is unreactive in oxygen atom transfer reactions, but it can selectively bind phenolate and mediate its Ortho hydroxylation, thereby demonstrat-ing a conceptually different tyrosinase model with exquisite selectivity. (Figure Presented)",

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T1 - O2activation and selective phenolate ortho hydroxylation by an unsymmetric dicopper μη1

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AU - Garcia-Bosch, Isaac

AU - Company, Anna

AU - Frisch, Jonathan R.

AU - Torrent-Sucarrat, Miquel

AU - Cardellach, Mar

AU - Gamba, Ilaria

AU - Güell, Mireia

AU - Casella, Luigi

AU - Que, Lawrence

AU - Ribas, Xavi

AU - Luis, Josep M.

AU - Costas, Miquel

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AB - Unusual reactivity: A novel unsymmetric dicopper complex gives rise to the unsymmetric species 1-O2having a μ-η1: η1-O2binding mode and reactivity patterns not previously observed for symmetric analogues. It is unreactive in oxygen atom transfer reactions, but it can selectively bind phenolate and mediate its Ortho hydroxylation, thereby demonstrat-ing a conceptually different tyrosinase model with exquisite selectivity. (Figure Presented)

KW - Bioinorganic chemistry

KW - Dioxygen ligands

KW - O-o activation

KW - Oxidation

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