The DOI matches its Crossref record; 13 of the 13 references it cites were found in a registry or an index.
The Mechanistic Basis for Electronic Effects on Enantioselectivity in the (salen)Mn(III)-Catalyzed Epoxidation Reaction
Abstract
Enantioselectivity in the (salen)Mn-catalyzed asymmetric epoxidation reaction correlates directly with the electronic properties of the ligand substituents, with complexes bearing electron-donating substituents affording highest ee's. Several lines of evidence point to a single factor control of the position of the transition state along the reaction coordinate as being responsible for the electronic effects on enantioselectivity. Analysis of the epoxidation of cis -β-deuteriostyrene reveals that electron-rich catalysts display a more pronounced secondary inverse isotope effect than electron-deficient catalysts. A strong correlation between ΔΔ H ⧧ and the electronic character of the catalyst is also observed. The conclusion that enantioselectivity is tied to the position of a transition state along the reaction coordinate may hold general implications for the design of asymmetric catalysts, particularly those that effect reactions without substrate precoordination.
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Cites
Catalytic Asymmetric Dihydroxylation
Kolb, H. C., VanNieuwenhze, M. S., & Sharpless, K. B. (1994) · Chemical Reviews · doi:10.1021/cr00032a009 · Cited by 3,701
Enantioselective epoxidation of unfunctionalized olefins catalyzed by salen manganese complexes
Zhang, W., Loebach, J. L., Wilson, S. R., & Jacobsen, E. N. (1990) · Journal of the American Chemical Society · doi:10.1021/ja00163a052 · Cited by 1,642
Self-citationCatalytic asymmetric oxidations using optically active (salen)manganese(III) complexes as catalysts
Katsuki, T. (1995) · Coordination Chemistry Reviews · doi:10.1016/0010-8545(94)01124-t · Cited by 996
Rates and equilibria of organic reactions
(1963) · Journal of the Franklin Institute · doi:10.1016/0016-0032(63)90468-x · Cited by 965
Larrow, J. F., Jacobsen, E. N., Gao, Y., Hong, Y., Nie, X., & Zepp, C. M. (1994) · The Journal of Organic Chemistry · doi:10.1021/jo00086a062 · Cited by 712
Self-citationZhang, W., & Jacobsen, E. N. (1991) · The Journal of Organic Chemistry · doi:10.1021/jo00007a012 · Cited by 486
Self-citationElectronic tuning of asymmetric catalysts
Jacobsen, E. N., Zhang, W., & Guler, M. L. (1991) · Journal of the American Chemical Society · doi:10.1021/ja00017a069 · Cited by 434
Self-citationScrutton, M. C. (1980) · FEBS Letters · doi:10.1016/0014-5793(80)80152-9 · Cited by 313
On the Viability of Oxametallacyclic Intermediates in the (salen)Mn‐Catalyzed Asymmetric Epoxidation
Finney, N. S., Pospisil, P. J., Chang, S., et al. (1997) · Angewandte Chemie International Edition in English · doi:10.1002/anie.199717201 · Cited by 163
Self-citationX‐Ray Structural Studies of Highly Enantioselective Mn(salen) Epoxidation Catalysts
Pospisil, P. J., Carsten, D. H., & Jacobsen, E. N. (1996) · Chemistry - A European Journal · doi:10.1002/chem.19960020812 · Cited by 145
Self-citationGravert, D. J., & Griffin, J. H. (1996) · Inorganic Chemistry · doi:10.1021/ic960196x · Cited by 94
Hashihayata, T., Ito, Y., & Katsuki, T. (1997) · Tetrahedron · doi:10.1016/s0040-4020(97)00633-9 · Cited by 90
Zhang, H., Xue, F., Mak, T. C. W., & Chan, K. S. (1996) · The Journal of Organic Chemistry · doi:10.1021/jo9609889 · Cited by 85
Cited by
Metal-organic framework materials as catalysts
Lee, J., Farha, O. K., Roberts, J., Scheidt, K. A., Nguyen, S. T., & Hupp, J. T. (2009) · Chemical Society Reviews · doi:10.1039/b807080f · Cited by 7,969
Multidimensional steric parameters in the analysis of asymmetric catalytic reactions
Harper, K. C., Bess, E. N., & Sigman, M. S. (2012) · Nature Chemistry · doi:10.1038/nchem.1297 · Cited by 294
Ford, D. D., Nielsen, L. P. C., Zuend, S. J., Musgrave, C. B., & Jacobsen, E. N. (2013) · Journal of the American Chemical Society · doi:10.1021/ja408027p · Cited by 138
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Metadata
- Authors
- Palucki, M., Finney, N. S., Pospisil, P. J., Güler, M. L., Ishida, T., & Jacobsen, E. N.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1998-01-08
- Volume
- 120
- Issue
- 5
- Pages
- 948-954
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1973005785
- Cited by
- 414
- References
- 13
- FWCI
- 20.33
- Type
- journal article
- Language
- en
- Open access
- closed
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