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Anaby A, Feller M, Ben-David Y, et al. Bottom-Up Construction of a CO2-Based Cycle for the Photocarbonylation of Benzene, Promoted by a Rhodium(I) Pincer Complex. J Am Chem Soc. 2016;138(31):9941-50doi: 10.1021/jacs.6b05128.
Anaby, A., Feller, M., Ben-David, Y., Leitus, G., Diskin-Posner, Y., Shimon, L. J., & Milstein, D. (2016). Bottom-Up Construction of a CO2-Based Cycle for the Photocarbonylation of Benzene, Promoted by a Rhodium(I) Pincer Complex. Journal of the American Chemical Society, 138(31), 9941-50. https://doi.org/10.1021/jacs.6b05128
Anaby, Aviel, et al. "Bottom-Up Construction of a CO2-Based Cycle for the Photocarbonylation of Benzene, Promoted by a Rhodium(I) Pincer Complex." Journal of the American Chemical Society vol. 138,31 (2016): 9941-50. doi: https://doi.org/10.1021/jacs.6b05128
Anaby A, Feller M, Ben-David Y, Leitus G, Diskin-Posner Y, Shimon LJ, Milstein D. Bottom-Up Construction of a CO2-Based Cycle for the Photocarbonylation of Benzene, Promoted by a Rhodium(I) Pincer Complex. J Am Chem Soc. 2016 Aug 10;138(31):9941-50. doi: 10.1021/jacs.6b05128. Epub 2016 Jul 27. PMID: 27400288.
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J Am Chem Soc. 2016 Aug 10;138(31):9941-50. doi: 10.1021/jacs.6b05128. Epub 2016 Jul 27.

Bottom-Up Construction of a CO2-Based Cycle for the Photocarbonylation of Benzene, Promoted by a Rhodium(I) Pincer Complex.

Journal of the American Chemical Society

Aviel Anaby, Moran Feller, Yehoshoa Ben-David, Gregory Leitus, Yael Diskin-Posner, Linda J W Shimon, David Milstein

Affiliations

  1. Departments of †Organic Chemistry and ‡Chemical Research Support, Weizmann Institute of Science , Rehovot 76100, Israel.

PMID: 27400288 DOI: 10.1021/jacs.6b05128

Abstract

The use of carbon dioxide for synthetic applications presents a major goal in modern homogeneous catalysis. Rhodium-hydride PNP pincer complex 1 is shown to add CO2 in two disparate pathways: one is the expected insertion of CO2 into the metal-hydride bond, and the other leads to reductive cleavage of CO2, involving metal-ligand cooperation. The resultant rhodium-carbonyl complex was found to be photoactive, enabling the activation of benzene and formation of a new benzoyl complex. Organometallic intermediate species were observed and characterized by NMR spectroscopy and X-ray crystallography. Based on the series of individual transformations, a sequence for the photocarbonylation of benzene using CO2 as the feedstock was constructed and demonstrated for the production of benzaldehyde from benzene.

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