The DOI matches its Crossref record; 25 of the 25 references it cites were found in a registry or an index.
Manganese Pincer Complexes for the Base-Free, Acceptorless Dehydrogenative Coupling of Alcohols to Esters: Development, Scope, and Understanding
Abstract
Aliphatic PNP pincer-supported earth-abundant manganese(I) dicarbonyl complexes behave as effective catalysts for the acceptorless dehydrogenative coupling of a wide range of alcohols to esters under base-free conditions. The reaction proceeds under neat conditions, with modest catalyst loading and releasing only H 2 as byproduct. Mechanistic aspects were addressed by synthesizing key species related to the catalytic cycle (characterized by X-ray structure determination, multinuclear ( 1 H, 13 C, 31 P, 15 N, 55 Mn) NMR, infrared spectroscopy, inter alia), by studying elementary steps connected to the postulated mechanism, and by resorting to DFT calculations. As in the case of related ruthenium and iron PNP catalysts, the dehydrogenation results from cycling between the amido and amino-hydride forms of the PNP-Mn(CO) 2 scaffold. For the dehydrogenation of alcohols into aldehydes, our results suggest that the highest energy barrier corresponds to the hydrogen release from the amino-hydride form, although its value is close to that of the outer-sphere dehydrogenation of the alcohol into aldehyde. This contrasts with the ruthenium and iron catalytic systems, where dehydrogenation of the substrate into aldehyde is less energy-demanding compared to hydrogen release from the cooperative metal–ligand framework.
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Citations
Cites
Bond Activation and Catalysis by Ruthenium Pincer Complexes
Gunanathan, C., & Milstein, D. (2014) · Chemical Reviews · doi:10.1021/cr5002782 · Cited by 958
Facile Conversion of Alcohols into Esters and Dihydrogen Catalyzed by New Ruthenium Complexes
Zhang, J., Leitus, G., Ben-David, Y., & Milstein, D. (2005) · Journal of the American Chemical Society · doi:10.1021/ja052862b · Cited by 803
Selective oxidation of alcohols and aldehydes over supported metal nanoparticles
Davis, S. E., Ide, M. S., & Davis, R. J. (2013) · Green Chem. · doi:10.1039/c2gc36441g · Cited by 802
Covalent transition metal, lanthanide, and actinide tetrahydroborate complexes
Marks, T. J., & Kolb, J. R. (1977) · Chemical Reviews · doi:10.1021/cr60306a004 · Cited by 673
Getting Down to Earth: The Renaissance of Catalysis with Abundant Metals
Chirik, P., & Morris, R. (2015) · Accounts of Chemical Research · doi:10.1021/acs.accounts.5b00385 · Cited by 439
Werkmeister, S., Neumann, J., Junge, K., & Beller, M. (2015) · Chemistry – A European Journal · doi:10.1002/chem.201500937 · Cited by 379
Ruthenium-catalyzed oxidative transformation of alcohols and aldehydes to esters and lactones
Murahashi, S., Naota, T., Ito, K., Maeda, Y., & Taki, H. (1987) · The Journal of Organic Chemistry · doi:10.1021/jo00228a032 · Cited by 316
From Esters to Alcohols and Back with Ruthenium and Osmium Catalysts
Spasyuk, D., Smith, S., & Gusev, D. G. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201108956 · Cited by 296
Nielsen, M., Junge, H., Kammer, A., & Beller, M. (2012) · Angewandte Chemie International Edition · doi:10.1002/anie.201200625 · Cited by 293
Ruthenium-catalysed alkoxycarbonylation of alkenes with carbon dioxide
Wu, L., Liu, Q., Fleischer, I., Jackstell, R., & Beller, M. (2014) · Nature Communications · doi:10.1038/ncomms4091 · Cited by 241
Jimenez Rodriguez, C., Foster, D. F., Eastham, G. R., & Cole-Hamilton, D. J. (2004) · Chemical Communications · doi:10.1039/b404783d · Cited by 241
Base-Free Methanol Dehydrogenation Using a Pincer-Supported Iron Compound and Lewis Acid Co-catalyst
Bielinski, E. A., Förster, M., Zhang, Y., Bernskoetter, W. H., Hazari, N., & Holthausen, M. C. (2015) · ACS Catalysis · doi:10.1021/acscatal.5b00137 · Cited by 223
Acceptorless Dehydrogenative Coupling of Ethanol and Hydrogenation of Esters and Imines
Spasyuk, D., & Gusev, D. G. (2012) · Organometallics · doi:10.1021/om300670r · Cited by 207
Qu, S., Dang, Y., Song, C., Wen, M., Huang, K.-W., & Wang, Z.-X. (2014) · Journal of the American Chemical Society · doi:10.1021/ja411568a · Cited by 190
The scope and mechanism of palladium-catalysed Markovnikov alkoxycarbonylation of alkenes
Li, H., Dong, K., Jiao, H., Neumann, H., Jackstell, R., & Beller, M. (2016) · Nature Chemistry · doi:10.1038/nchem.2586 · Cited by 180
Acceptorless, Neat, Ruthenium-Catalyzed Dehydrogenative Cyclization of Diols to Lactones
Zhao, J., & Hartwig, J. F. (2005) · Organometallics · doi:10.1021/om048983m · Cited by 157
Zhang, L., Nguyễn, Đ. H., Raffa, G., Trivelli, X., Capet, F., Desset, S. L., Paul, S., Dumeignil, F., & Gauvin, R. M. (2016) · ChemSusChem · doi:10.1002/cssc.201600243 · Cited by 103
Self-citationTondreau, A. M., & Boncella, J. M. (2016) · Organometallics · doi:10.1021/acs.organomet.6b00274 · Cited by 100
Yang, X. (2014) · ACS Catalysis · doi:10.1021/cs500061u · Cited by 98
Cheng, J., Zhu, M., Wang, C., Li, J., Jiang, X., Wei, Y., Tang, W., Xue, D. Q., & Xiao, J. (2016) · Chemical Science · doi:10.1039/c6sc00145a · Cited by 93
Li, H., Wen, M., & Wang, Z. (2012) · Inorganic Chemistry · doi:10.1021/ic300175b · Cited by 90
Dehydrogenative Coupling of Ethanol and Ester Hydrogenation Catalyzed by Pincer-Type YNP Complexes
Gusev, D. G. (2016) · ACS Catalysis · doi:10.1021/acscatal.6b02324 · Cited by 90
Yang, X. (2013) · ACS Catalysis · doi:10.1021/cs400862x · Cited by 72
Synthesis of High Molecular Weight Polyesters via In Vacuo Dehydrogenation Polymerization of Diols
Hunsicker, D. M., Dauphinais, B. C., Mc Ilrath, S. P., & Robertson, N. J. (2012) · Macromolecular Rapid Communications · doi:10.1002/marc.201100653 · Cited by 63
Zhang, L., Raffa, G., Nguyễn, Đ. H., Swesi, Y., Corbel-Demailly, L., Capet, F., Trivelli, X., Desset, S. L., Paul, S., Paul, J., et al. (2016) · Journal of Catalysis · doi:10.1016/j.jcat.2016.06.001 · Cited by 57
Self-citation
Cited by
Computational Approach to Molecular Catalysis by 3d Transition Metals: Challenges and Opportunities
Vogiatzis, K. D., Polynski, M. V., Kirkland, J. K., Townsend, J., Hashemi, A., Liu, C., & Pidko, E. A. (2019) · Chemical Reviews · doi:10.1021/acs.chemrev.8b00361 · Cited by 423
Metadata
- Authors
- Nguyen, D. H., Trivelli, X., Capet, F., Paul, J.-F., Dumeignil, F., & Gauvin, R. M.
- Venue
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Published
- 2017-02-14
- Volume
- 7
- Issue
- 3
- Pages
- 2022-2032
- ISSN
- 2155-5435 (ISSN-L)
- OpenAlex
- W2580264742
- Cited by
- 265
- References
- 25
- FWCI
- 14.71
- Type
- journal article
- Language
- en
- Open access
- closed
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