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Carboxylation of Aromatic and Aliphatic Bromides and Triflates with CO2 by Dual Visible‐Light–Nickel Catalysis
Abstract
We report the efficient carboxylation of bromides and triflates with K 2 CO 3 as the source of CO 2 in the presence of an organic photocatalyst in combination with a nickel complex under visible light irradiation at room temperature. The reaction is compatible with a variety of functional groups and has been successfully applied to the synthesis and derivatization of biologically active molecules. In particular, the carboxylation of unactivated cyclic alkyl bromides proceeded well with our protocol, thus extending the scope of this transformation. Spectroscopic and spectroelectrochemical investigations indicated the generation of a Ni 0 species as a catalytic reactive intermediate.
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Prier, C. K., Rankic, D. A., & MacMillan, D. W. C. (2013) · Chemical Reviews · doi:10.1021/cr300503r · Cited by 9,590
The synthesis of organic carbonates from carbon dioxide
Sakakura, T., & Kohno, K. (2009) · Chemical Communications · doi:10.1039/b819997c · Cited by 1,067
Cited by
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Chan, A. Y., Perry, I. B., Bissonnette, N. B., Buksh, B. F., Edwards, G. A., Frye, L. I., Garry, O. L., Lavagnino, M. N., Li, B. X., Liang, Y., et al. (2022) · Chemical Reviews · doi:10.1021/acs.chemrev.1c00383 · Cited by 1,754
Alkyl Carbon–Carbon Bond Formation by Nickel/Photoredox Cross‐Coupling
Milligan, J. A., Phelan, J. P., Badir, S. O., & Molander, G. A. (2019) · Angewandte Chemie International Edition · doi:10.1002/anie.201809431 · Cited by 623
Visible-Light-Driven Reductive Carboarylation of Styrenes with CO 2 and Aryl Halides
Wang, H., Gao, Y., Zhou, C., & Li, G. (2020) · Journal of the American Chemical Society · doi:10.1021/jacs.0c03144 · Cited by 303
Direct electrochemical defluorinative carboxylation of α-CF 3 alkenes with carbon dioxide
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Metadata
- Authors
- Meng, Q., Wang, S., & König, B.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2017-09-18
- Volume
- 56
- Issue
- 43
- Pages
- 13426-13430
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2745853251
- Cited by
- 218
- References
- 2
- FWCI
- 7.52
- Type
- journal article
- Language
- en
- Open access
- closed
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- Meng, Q., Wang, S., & König, B. (2017). Carboxylation of Aromatic and Aliphatic Bromides and Triflates with CO2 by Dual Visible‐Light–Nickel Catalysis. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201706724
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