Cobalt-Catalyzed Chemoselective Transfer Hydrogenation of C=C and C=O Bonds with Alkanols

Biao Lin Jiang; Shuang Shuang Ma; Meng Liang Wang; Dian Sheng Liu; Bao Hua Xu; Suo Jiang Zhang

doi:10.1002/cctc.201900010

Cobalt-Catalyzed Chemoselective Transfer Hydrogenation of C=C and C=O Bonds with Alkanols

Biao Lin Jiang, Shuang Shuang Ma, Meng Liang Wang, Dian Sheng Liu, Bao Hua Xu^*, Suo Jiang Zhang

^*Corresponding author for this work

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

30 Citations (Scopus)

Abstract

An environmentally benign protocol of chemoselective transfer hydrogenation of C=C and C=O bonds with alkanols under base-free conditions is developed by this study, wherein the cobalt- bidentate phosphine catalyst precursor is commercially available and the active low-valent Co species could be generated in-situ. For the conjugation enones, the vinyl group is selectively reduced, whereas with nonconjugated alkenones, the selectivity is changed to the carbonyl group. Besides, ortho-alkenyl-benzaldehydes/imines are well tolerated, and the reduction solely occurs at the C=O/C=N site with this protocol.

Original language	English
Pages (from-to)	1701-1706
Number of pages	6
Journal	ChemCatChem
Volume	11
Issue number	6
DOIs	https://doi.org/10.1002/cctc.201900010
Publication status	Published - 20 Mar 2019
Externally published	Yes

Keywords

bidentate ligand
chemoselective reduction
cobalt complex
homogeneous catalysis
transfer hydrogenation

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10.1002/cctc.201900010

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title = "Cobalt-Catalyzed Chemoselective Transfer Hydrogenation of C=C and C=O Bonds with Alkanols",

abstract = "An environmentally benign protocol of chemoselective transfer hydrogenation of C=C and C=O bonds with alkanols under base-free conditions is developed by this study, wherein the cobalt- bidentate phosphine catalyst precursor is commercially available and the active low-valent Co species could be generated in-situ. For the conjugation enones, the vinyl group is selectively reduced, whereas with nonconjugated alkenones, the selectivity is changed to the carbonyl group. Besides, ortho-alkenyl-benzaldehydes/imines are well tolerated, and the reduction solely occurs at the C=O/C=N site with this protocol.",

keywords = "bidentate ligand, chemoselective reduction, cobalt complex, homogeneous catalysis, transfer hydrogenation",

author = "Jiang, {Biao Lin} and Ma, {Shuang Shuang} and Wang, {Meng Liang} and Liu, {Dian Sheng} and Xu, {Bao Hua} and Zhang, {Suo Jiang}",

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T1 - Cobalt-Catalyzed Chemoselective Transfer Hydrogenation of C=C and C=O Bonds with Alkanols

AU - Jiang, Biao Lin

AU - Ma, Shuang Shuang

AU - Wang, Meng Liang

AU - Liu, Dian Sheng

AU - Xu, Bao Hua

AU - Zhang, Suo Jiang

PY - 2019/3/20

Y1 - 2019/3/20

N2 - An environmentally benign protocol of chemoselective transfer hydrogenation of C=C and C=O bonds with alkanols under base-free conditions is developed by this study, wherein the cobalt- bidentate phosphine catalyst precursor is commercially available and the active low-valent Co species could be generated in-situ. For the conjugation enones, the vinyl group is selectively reduced, whereas with nonconjugated alkenones, the selectivity is changed to the carbonyl group. Besides, ortho-alkenyl-benzaldehydes/imines are well tolerated, and the reduction solely occurs at the C=O/C=N site with this protocol.

AB - An environmentally benign protocol of chemoselective transfer hydrogenation of C=C and C=O bonds with alkanols under base-free conditions is developed by this study, wherein the cobalt- bidentate phosphine catalyst precursor is commercially available and the active low-valent Co species could be generated in-situ. For the conjugation enones, the vinyl group is selectively reduced, whereas with nonconjugated alkenones, the selectivity is changed to the carbonyl group. Besides, ortho-alkenyl-benzaldehydes/imines are well tolerated, and the reduction solely occurs at the C=O/C=N site with this protocol.

KW - bidentate ligand

KW - chemoselective reduction

KW - cobalt complex

KW - homogeneous catalysis

KW - transfer hydrogenation

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Cobalt-Catalyzed Chemoselective Transfer Hydrogenation of C=C and C=O Bonds with Alkanols

Abstract

Keywords

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