Formation of Alkanes by Aerobic Carbon-Carbon Bond Coupling Reactions Catalyzed by a Phosphovanadomolybdic Acid

Miriam Somekh; Hagai Cohen; Yael Diskin-Posner; Linda J.W. Shimon; Raanan Carmieli; Jeffrey N. Rosenberg; Ronny Neumann

doi:10.1021/acscatal.7b00461

Formation of Alkanes by Aerobic Carbon-Carbon Bond Coupling Reactions Catalyzed by a Phosphovanadomolybdic Acid

Miriam Somekh, Hagai Cohen, Yael Diskin-Posner, Linda J.W. Shimon, Raanan Carmieli, Jeffrey N. Rosenberg, Ronny Neumann^*

^*Corresponding author for this work

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

10 Scopus citations

Abstract

The valorization of alkanes is possible via carbon-carbon coupling reactions. A series of dialkyl cobalt complexes [(RCH₂)₂Co^III(bpy)₂]ClO₄ (R = H, Me, Et, and Ph) were reacted with the H₅PV₂Mo₁₀O₄₀ polyoxometalate as a catalyst, leading to a selective oxidative carbon-carbon bond coupling reaction. The reaction is initiated by electron transfer from [(RCH₂)₂Co^III(bpy)₂]⁺ to H₅PV^V₂Mo₁₀O₄₀ to yield an intermediate [(RCH₂)₂Co^IV(bpy)₂]²⁺-H₅PV^IVV^VMo₁₀O₄₀, as identified by a combination of EPR and X-ray photoelectron spectroscopy experiments. The reaction is catalytic with O₂ as terminal oxidant representing an aerobic C-C bond coupling reaction.

Original language	English
Pages (from-to)	2725-2729
Number of pages	5
Journal	ACS Catalysis
Volume	7
Issue number	4
DOIs	https://doi.org/10.1021/acscatal.7b00461
State	Published - 7 Apr 2017
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2017 American Chemical Society.

Keywords

C-C bond coupling
XPS
aerobic oxidation
electron transfer
polyoxometalate

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10.1021/acscatal.7b00461

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title = "Formation of Alkanes by Aerobic Carbon-Carbon Bond Coupling Reactions Catalyzed by a Phosphovanadomolybdic Acid",

abstract = "The valorization of alkanes is possible via carbon-carbon coupling reactions. A series of dialkyl cobalt complexes [(RCH2)2CoIII(bpy)2]ClO4 (R = H, Me, Et, and Ph) were reacted with the H5PV2Mo10O40 polyoxometalate as a catalyst, leading to a selective oxidative carbon-carbon bond coupling reaction. The reaction is initiated by electron transfer from [(RCH2)2CoIII(bpy)2]+ to H5PVV2Mo10O40 to yield an intermediate [(RCH2)2CoIV(bpy)2]2+-H5PVIVVVMo10O40, as identified by a combination of EPR and X-ray photoelectron spectroscopy experiments. The reaction is catalytic with O2 as terminal oxidant representing an aerobic C-C bond coupling reaction.",

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author = "Miriam Somekh and Hagai Cohen and Yael Diskin-Posner and Shimon, {Linda J.W.} and Raanan Carmieli and Rosenberg, {Jeffrey N.} and Ronny Neumann",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

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doi = "10.1021/acscatal.7b00461",

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AU - Somekh, Miriam

AU - Cohen, Hagai

AU - Diskin-Posner, Yael

AU - Shimon, Linda J.W.

AU - Carmieli, Raanan

AU - Rosenberg, Jeffrey N.

AU - Neumann, Ronny

PY - 2017/4/7

Y1 - 2017/4/7

N2 - The valorization of alkanes is possible via carbon-carbon coupling reactions. A series of dialkyl cobalt complexes [(RCH2)2CoIII(bpy)2]ClO4 (R = H, Me, Et, and Ph) were reacted with the H5PV2Mo10O40 polyoxometalate as a catalyst, leading to a selective oxidative carbon-carbon bond coupling reaction. The reaction is initiated by electron transfer from [(RCH2)2CoIII(bpy)2]+ to H5PVV2Mo10O40 to yield an intermediate [(RCH2)2CoIV(bpy)2]2+-H5PVIVVVMo10O40, as identified by a combination of EPR and X-ray photoelectron spectroscopy experiments. The reaction is catalytic with O2 as terminal oxidant representing an aerobic C-C bond coupling reaction.

AB - The valorization of alkanes is possible via carbon-carbon coupling reactions. A series of dialkyl cobalt complexes [(RCH2)2CoIII(bpy)2]ClO4 (R = H, Me, Et, and Ph) were reacted with the H5PV2Mo10O40 polyoxometalate as a catalyst, leading to a selective oxidative carbon-carbon bond coupling reaction. The reaction is initiated by electron transfer from [(RCH2)2CoIII(bpy)2]+ to H5PVV2Mo10O40 to yield an intermediate [(RCH2)2CoIV(bpy)2]2+-H5PVIVVVMo10O40, as identified by a combination of EPR and X-ray photoelectron spectroscopy experiments. The reaction is catalytic with O2 as terminal oxidant representing an aerobic C-C bond coupling reaction.

KW - C-C bond coupling

KW - XPS

KW - aerobic oxidation

KW - electron transfer

KW - polyoxometalate

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ER -

Formation of Alkanes by Aerobic Carbon-Carbon Bond Coupling Reactions Catalyzed by a Phosphovanadomolybdic Acid

Abstract

Bibliographical note

Keywords

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