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

ASJC Scopus subject areas

Catalysis

Access to Document

10.1021/cs5020018

Cite this

@article{0386ad723fd74e7ea7bbb73f411fa19a,

title = "Enzyme-inspired functional surfactant for aerobic oxidation of activated alcohols to aldehydes in water",

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.",

author = "Batian Chen and Konstantin Bukhriakov and Rachid Sougrat and Valentin Rodionov",

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.",

year = "2015",

month = jan,

day = "27",

doi = "10.1021/cs5020018",

language = "English (US)",

volume = "5",

pages = "1313--1317",

journal = "ACS Catalysis",

issn = "2155-5435",

publisher = "American Chemical Society",

number = "2",

}

TY - JOUR

T1 - Enzyme-inspired functional surfactant for aerobic oxidation of activated alcohols to aldehydes in water

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.

UR - http://hdl.handle.net/10754/564047

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

UR - http://www.scopus.com/inward/record.url?scp=84922732063&partnerID=8YFLogxK

U2 - 10.1021/cs5020018

DO - 10.1021/cs5020018

M3 - Article

SN - 2155-5435

VL - 5

SP - 1313

EP - 1317

JO - ACS Catalysis

JF - ACS Catalysis

IS - 2

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this