Selective Aerobic Oxidation of Methylarenes to Benzaldehydes Catalyzed by N-Hydroxyphthalimide and Cobalt(II) Acetate in Hexafluoropropan-2-ol

Eden Gaster; Sebastian Kozuch; Doron Pappo

doi:10.1002/anie.201702511

Selective Aerobic Oxidation of Methylarenes to Benzaldehydes Catalyzed by N-Hydroxyphthalimide and Cobalt(II) Acetate in Hexafluoropropan-2-ol

Eden Gaster, Sebastian Kozuch, Doron Pappo

Department of Chemistry

Ben-Gurion University of the Negev

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

Abstract

Efficient and highly selective catalytic conditions for the aerobic autoxidation of methylarenes to benzaldehydes, based on N-hydroxyphthalimide (NHPI) and cobalt(II) acetate in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), were developed. The sustainable conditions enable a multigram scale preparation of benzaldehyde derivatives in high efficiency and with excellent chemoselectivity (up to 99 % conversion and 98 % selectivity).

Original language	American English
Pages (from-to)	5912-5915
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	56
Issue number	21
DOIs	https://doi.org/10.1002/anie.201702511
State	Published - 15 May 2017

Keywords

C−H activation
aerobic oxidation
benzaldehydes
catalysis
solvent effects

All Science Journal Classification (ASJC) codes

Catalysis
General Chemistry

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10.1002/anie.201702511

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title = "Selective Aerobic Oxidation of Methylarenes to Benzaldehydes Catalyzed by N-Hydroxyphthalimide and Cobalt(II) Acetate in Hexafluoropropan-2-ol",

abstract = "Efficient and highly selective catalytic conditions for the aerobic autoxidation of methylarenes to benzaldehydes, based on N-hydroxyphthalimide (NHPI) and cobalt(II) acetate in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), were developed. The sustainable conditions enable a multigram scale preparation of benzaldehyde derivatives in high efficiency and with excellent chemoselectivity (up to 99 % conversion and 98 % selectivity).",

keywords = "C−H activation, aerobic oxidation, benzaldehydes, catalysis, solvent effects",

author = "Eden Gaster and Sebastian Kozuch and Doron Pappo",

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AU - Gaster, Eden

AU - Kozuch, Sebastian

AU - Pappo, Doron

PY - 2017/5/15

Y1 - 2017/5/15

N2 - Efficient and highly selective catalytic conditions for the aerobic autoxidation of methylarenes to benzaldehydes, based on N-hydroxyphthalimide (NHPI) and cobalt(II) acetate in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), were developed. The sustainable conditions enable a multigram scale preparation of benzaldehyde derivatives in high efficiency and with excellent chemoselectivity (up to 99 % conversion and 98 % selectivity).

AB - Efficient and highly selective catalytic conditions for the aerobic autoxidation of methylarenes to benzaldehydes, based on N-hydroxyphthalimide (NHPI) and cobalt(II) acetate in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP), were developed. The sustainable conditions enable a multigram scale preparation of benzaldehyde derivatives in high efficiency and with excellent chemoselectivity (up to 99 % conversion and 98 % selectivity).

KW - C−H activation

KW - aerobic oxidation

KW - benzaldehydes

KW - catalysis

KW - solvent effects

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DO - 10.1002/anie.201702511

M3 - Article

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 21

ER -

Selective Aerobic Oxidation of Methylarenes to Benzaldehydes Catalyzed by N-Hydroxyphthalimide and Cobalt(II) Acetate in Hexafluoropropan-2-ol

Abstract

Keywords

All Science Journal Classification (ASJC) codes

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