Efficient and Highly Aldehyde Selective Wacker Oxidation

Peili Teo; Zachary K. Wickens; Guangbin Dong; Robert H. Grubbs

doi:10.1021/ol301240g

Efficient and Highly Aldehyde Selective Wacker Oxidation

Peili Teo, Zachary K. Wickens, Guangbin Dong, Robert H. Grubbs

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

91 Scopus citations

Abstract

A method for efficient and aldehyde-selective Wacker oxidation of aryl-substituted olefins using PdCl 2(MeCN) 2, 1,4-benzoquinone, and t-BuOH in air is described. Up to a 96% yield of aldehyde can be obtained, and up to 99% selectivity can be achieved with styrene-related substrates. © 2012 American Chemical Society.

Original language	English (US)
Pages (from-to)	3237-3239
Number of pages	3
Journal	Organic Letters
Volume	14
Issue number	13
DOIs	https://doi.org/10.1021/ol301240g
State	Published - Jun 13 2012
Externally published	Yes

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: We gratefully acknowledge financial support from King Abdullah University of Science and Technology Centre in Development, King Fahd University of Petroleum and Minerals, and the NSF. G.D. thanks the Camille and Henry Dreyfus Foundation for a postdoctoral fellowship.
This publication acknowledges KAUST support, but has no KAUST affiliated authors.

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10.1021/ol301240g

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title = "Efficient and Highly Aldehyde Selective Wacker Oxidation",

abstract = "A method for efficient and aldehyde-selective Wacker oxidation of aryl-substituted olefins using PdCl 2(MeCN) 2, 1,4-benzoquinone, and t-BuOH in air is described. Up to a 96% yield of aldehyde can be obtained, and up to 99% selectivity can be achieved with styrene-related substrates. {\textcopyright} 2012 American Chemical Society.",

author = "Peili Teo and Wickens, {Zachary K.} and Guangbin Dong and Grubbs, {Robert H.}",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: We gratefully acknowledge financial support from King Abdullah University of Science and Technology Centre in Development, King Fahd University of Petroleum and Minerals, and the NSF. G.D. thanks the Camille and Henry Dreyfus Foundation for a postdoctoral fellowship. This publication acknowledges KAUST support, but has no KAUST affiliated authors.",

year = "2012",

month = jun,

day = "13",

doi = "10.1021/ol301240g",

language = "English (US)",

volume = "14",

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journal = "Organic Letters",

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T1 - Efficient and Highly Aldehyde Selective Wacker Oxidation

AU - Teo, Peili

AU - Wickens, Zachary K.

AU - Dong, Guangbin

AU - Grubbs, Robert H.

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: We gratefully acknowledge financial support from King Abdullah University of Science and Technology Centre in Development, King Fahd University of Petroleum and Minerals, and the NSF. G.D. thanks the Camille and Henry Dreyfus Foundation for a postdoctoral fellowship. This publication acknowledges KAUST support, but has no KAUST affiliated authors.

PY - 2012/6/13

Y1 - 2012/6/13

N2 - A method for efficient and aldehyde-selective Wacker oxidation of aryl-substituted olefins using PdCl 2(MeCN) 2, 1,4-benzoquinone, and t-BuOH in air is described. Up to a 96% yield of aldehyde can be obtained, and up to 99% selectivity can be achieved with styrene-related substrates. © 2012 American Chemical Society.

AB - A method for efficient and aldehyde-selective Wacker oxidation of aryl-substituted olefins using PdCl 2(MeCN) 2, 1,4-benzoquinone, and t-BuOH in air is described. Up to a 96% yield of aldehyde can be obtained, and up to 99% selectivity can be achieved with styrene-related substrates. © 2012 American Chemical Society.

UR - http://hdl.handle.net/10754/598098

UR - https://pubs.acs.org/doi/10.1021/ol301240g

UR - http://www.scopus.com/inward/record.url?scp=84863613758&partnerID=8YFLogxK

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DO - 10.1021/ol301240g

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VL - 14

SP - 3237

EP - 3239

JO - Organic Letters

JF - Organic Letters

IS - 13

ER -

Efficient and Highly Aldehyde Selective Wacker Oxidation

Abstract

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