Cobalt(II)-catalyzed oxidative esterification of aldehydes: A cooperative effect between cobalt and iodide ions

Ya Fei Guo; Bao Hua Xu; Ting Li; Lei Wang; Suo Jiang Zhang

doi:10.1039/c5qo00293a

Cobalt(II)-catalyzed oxidative esterification of aldehydes: A cooperative effect between cobalt and iodide ions

Ya Fei Guo, Bao Hua Xu^*, Ting Li, Lei Wang, Suo Jiang Zhang

^*Corresponding author for this work

CAS - Institute of Process Engineering

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

20 Citations (Scopus)

Abstract

The efficient cobalt(ii) catalyzed oxidative alkoxylation of aldehydes, a method directly leading to the corresponding esters, is presented. Mechanism studies provide extensive insights into the cobalt mediated decomposition of TBHP in the presence of the iodide ion. The in situ generated hypoiodites (IO^-/IO₂ ^-) mainly from conversion of I₃ ^- to IO₃ ^- account for a cooperative effect with the oxygen centered radical species to make the important hydrogen abstraction of hemiacetal intermediates more selective, thereby offering high efficiency.

Original language	English
Pages (from-to)	47-52
Number of pages	6
Journal	Organic Chemistry Frontiers
Volume	3
Issue number	1
DOIs	https://doi.org/10.1039/c5qo00293a
Publication status	Published - Jan 2016
Externally published	Yes

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abstract = "The efficient cobalt(ii) catalyzed oxidative alkoxylation of aldehydes, a method directly leading to the corresponding esters, is presented. Mechanism studies provide extensive insights into the cobalt mediated decomposition of TBHP in the presence of the iodide ion. The in situ generated hypoiodites (IO-/IO2 -) mainly from conversion of I3 - to IO3 - account for a cooperative effect with the oxygen centered radical species to make the important hydrogen abstraction of hemiacetal intermediates more selective, thereby offering high efficiency.",

author = "Guo, {Ya Fei} and Xu, {Bao Hua} and Ting Li and Lei Wang and Zhang, {Suo Jiang}",

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AU - Guo, Ya Fei

AU - Xu, Bao Hua

AU - Li, Ting

AU - Wang, Lei

AU - Zhang, Suo Jiang

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AB - The efficient cobalt(ii) catalyzed oxidative alkoxylation of aldehydes, a method directly leading to the corresponding esters, is presented. Mechanism studies provide extensive insights into the cobalt mediated decomposition of TBHP in the presence of the iodide ion. The in situ generated hypoiodites (IO-/IO2 -) mainly from conversion of I3 - to IO3 - account for a cooperative effect with the oxygen centered radical species to make the important hydrogen abstraction of hemiacetal intermediates more selective, thereby offering high efficiency.

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U2 - 10.1039/c5qo00293a

DO - 10.1039/c5qo00293a

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IS - 1

ER -

Cobalt(II)-catalyzed oxidative esterification of aldehydes: A cooperative effect between cobalt and iodide ions

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