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Beyond Aresta’s Complex: Ni- and Pd-Catalyzed Organozinc Coupling with CO2
Abstract
Organozinc reagents are widely used in organic synthesis due primarily to their high functional group compatibility. However, under mild conditions, these organometallic reagents do not react directly with CO2, the ideal C1 source for organic synthesis. Herein, we report that both Ni and Pd complexes can catalyze the addition of organozinc reagents to CO2 under mild conditions (1 atm CO2, 0 degrees C). This transformation represents an important extension of the Negishi cross-coupling and is believed to occur via a novel mechanism involving Aresta's complex and/or its corresponding Pd analogue.
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Cited by
Cokoja, M., Bruckmeier, C., Rieger, B., Herrmann, W. A., & Kühn, F. E. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201102010 · Cited by 1,624
Efficient, selective and sustainable catalysis of carbon dioxide
Song, Q.-W., Zhou, Z.-H., & He, L.-N. (2017) · Green Chemistry · doi:10.1039/c7gc00199a · Cited by 980
Transition‐Metal‐Catalyzed Carboxylation Reactions with Carbon Dioxide
Tortajada, A., Juliá‐Hernández, F., Börjesson, M., Moragas, T., & Martin, R. (2018) · Angewandte Chemie International Edition · doi:10.1002/anie.201803186 · Cited by 706
Carboxylation of C−H Bonds Using N-Heterocyclic Carbene Gold(I) Complexes
Boogaerts, I. I. F., & Nolan, S. P. (2010) · Journal of the American Chemical Society · doi:10.1021/ja103429q · Cited by 508
Nickel-Catalyzed Reductive Carboxylation of Styrenes Using CO2
Williams, C. M., Johnson, J. B., & Rovis, T. (2008) · Journal of the American Chemical Society · doi:10.1021/ja8062925 · Cited by 416
Hydrocarboxylation of Allenes with CO2 Catalyzed by Silyl Pincer-Type Palladium Complex
Takaya, J., & Iwasawa, N. (2008) · Journal of the American Chemical Society · doi:10.1021/ja806677w · Cited by 368
Metal‐Catalyzed Carboxylation of Organometallic Reagents with Carbon Dioxide
Correa, A., & Martín, R. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200900667 · Cited by 358
Mizuno, H., Takaya, J., & Iwasawa, N. (2011) · Journal of the American Chemical Society · doi:10.1021/ja109097z · Cited by 320
Palladium(II)-Catalyzed Direct Carboxylation of Alkenyl C–H Bonds with CO2
Sasano, K., Takaya, J., & Iwasawa, N. (2013) · Journal of the American Chemical Society · doi:10.1021/ja405503y · Cited by 271
Ostapowicz, T. G., Schmitz, M., Krystof, M., Klankermayer, J., & Leitner, W. (2013) · Angewandte Chemie · doi:10.1002/ange.201304529 · Cited by 63
Metadata
- Authors
- Yeung, C. S., & Dong, V. M.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-05-30
- Volume
- 130
- Issue
- 25
- Pages
- 7826-7827
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1995117269
- Cited by
- 304
- References
- 0
- FWCI
- 22.66
- Type
- journal article
- Language
- en
- Open access
- closed
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