Enzyme-inspired functional surfactant for aerobic oxidation of activated alcohols to aldehydes in water

Batian Chen; Konstantin Bukhriakov; Rachid Sougrat; Valentin Rodionov

doi:10.1021/cs5020018

Enzyme-inspired functional surfactant for aerobic oxidation of activated alcohols to aldehydes in water

Batian Chen, Konstantin Bukhriakov, Rachid Sougrat, Valentin Rodionov

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

44 Scopus citations

Abstract

We describe an enzyme-inspired catalytic system based on a rationally designed multifunctional amphiphile. The resulting micelles feature metal-binding sites and stable free radical moieties as well as fluorous pockets that attract and preconcentrate molecular oxygen. In the presence of copper ions, the micelles effect chemoselective aerobic alcohol oxidation under ambient conditions in water, a transformation that is challenging to achieve nonenzymatically.

Original language	English (US)
Pages (from-to)	1313-1317
Number of pages	5
Journal	ACS Catalysis
Volume	5
Issue number	2
DOIs	https://doi.org/10.1021/cs5020018
State	Published - Jan 27 2015

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: The authors are grateful to Dr. Virginia Unkefer and Ms. Sarah Almahdali for their help in preparing the manuscript, and to Prof. Mathias Christmann for a helpful discussion. This research was supported by King Abdullah University of Science and Technology.

ASJC Scopus subject areas

Catalysis

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10.1021/cs5020018

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abstract = "We describe an enzyme-inspired catalytic system based on a rationally designed multifunctional amphiphile. The resulting micelles feature metal-binding sites and stable free radical moieties as well as fluorous pockets that attract and preconcentrate molecular oxygen. In the presence of copper ions, the micelles effect chemoselective aerobic alcohol oxidation under ambient conditions in water, a transformation that is challenging to achieve nonenzymatically.",

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note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: The authors are grateful to Dr. Virginia Unkefer and Ms. Sarah Almahdali for their help in preparing the manuscript, and to Prof. Mathias Christmann for a helpful discussion. This research was supported by King Abdullah University of Science and Technology.",

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AU - Chen, Batian

AU - Bukhriakov, Konstantin

AU - Sougrat, Rachid

AU - Rodionov, Valentin

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: The authors are grateful to Dr. Virginia Unkefer and Ms. Sarah Almahdali for their help in preparing the manuscript, and to Prof. Mathias Christmann for a helpful discussion. This research was supported by King Abdullah University of Science and Technology.

PY - 2015/1/27

Y1 - 2015/1/27

N2 - We describe an enzyme-inspired catalytic system based on a rationally designed multifunctional amphiphile. The resulting micelles feature metal-binding sites and stable free radical moieties as well as fluorous pockets that attract and preconcentrate molecular oxygen. In the presence of copper ions, the micelles effect chemoselective aerobic alcohol oxidation under ambient conditions in water, a transformation that is challenging to achieve nonenzymatically.

AB - We describe an enzyme-inspired catalytic system based on a rationally designed multifunctional amphiphile. The resulting micelles feature metal-binding sites and stable free radical moieties as well as fluorous pockets that attract and preconcentrate molecular oxygen. In the presence of copper ions, the micelles effect chemoselective aerobic alcohol oxidation under ambient conditions in water, a transformation that is challenging to achieve nonenzymatically.

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UR - https://pubs.acs.org/doi/10.1021/cs5020018

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JO - ACS Catalysis

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ER -

Enzyme-inspired functional surfactant for aerobic oxidation of activated alcohols to aldehydes in water

Abstract

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ASJC Scopus subject areas

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