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Greenburg ZR, Jin D, G Williard P, et al. Nickel promoted functionalization of CO2 to anhydrides and ketoacids. Dalton Trans. 2014;43(42):15990-6doi: 10.1039/c4dt01221f.
Greenburg, Z. R., Jin, D., G Williard, P., & Bernskoetter, W. H. (2014). Nickel promoted functionalization of CO2 to anhydrides and ketoacids. Dalton transactions (Cambridge, England : 2003), 43(42), 15990-6. https://doi.org/10.1039/c4dt01221f
Greenburg, Zoe R, et al. "Nickel promoted functionalization of CO2 to anhydrides and ketoacids." Dalton transactions (Cambridge, England : 2003) vol. 43,42 (2014): 15990-6. doi: https://doi.org/10.1039/c4dt01221f
Greenburg ZR, Jin D, G Williard P, Bernskoetter WH. Nickel promoted functionalization of CO2 to anhydrides and ketoacids. Dalton Trans. 2014 Nov 14;43(42):15990-6. doi: 10.1039/c4dt01221f. PMID: 25232928.
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Dalton Trans. 2014 Nov 14;43(42):15990-6. doi: 10.1039/c4dt01221f.

Nickel promoted functionalization of CO2 to anhydrides and ketoacids.

Dalton transactions (Cambridge, England : 2003)

Zoe R Greenburg, Dong Jin, Paul G Williard, Wesley H Bernskoetter

Affiliations

  1. Department of Chemistry, Brown University, Providence, RI 02912, USA. [email protected].

PMID: 25232928 DOI: 10.1039/c4dt01221f

Abstract

The reductive functionalization of carbon dioxide into high value organics was accomplished via the coupling with carbon monoxide and ethylene/propylene at a zerovalent nickel species bearing the 2-((di-t-butylphosphino)methyl)pyridine ligand (PN). An initial oxidative coupling between carbon dioxide, olefin, and (PN)Ni(1,5-cyclooctadiene) afforded five-membered nickelacycle lactone species, which were produced with regioselective 1,2-coupling in the case of propylene. The propylene derived nickelacycle lactone was isolated and characterized by X-ray diffraction. Addition of carbon monoxide, or a combination of carbon monoxide and diethyl zinc to the nickelacycle lactone complexes afforded cyclic anhydrides and 1,4-ketoacids, respectively, in moderate to high yields. The primary organometallic product of the transformation was zerovalent (PN)Ni(CO)2.

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