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A Supramolecular Approach to an Allosteric Catalyst
Abstract
The design and synthesis of a novel, supramolecular allosteric catalyst system, assembled via the weak-link approach, is presented. The catalyst contains two structural Rh(I) centers in thioether- and phosphine-rich hemilabile pockets, and two functional Cr(III) centers bound within salen-based moieties. The catalytic properties of the supramolecular catalyst are compared to those of a Cr(III)-salen monomeric analogue in the context of the asymmetric ring opening of cyclohexene oxide by TMSN3. Allosteric control is afforded via reactions that occur at distal sites which open the macrocyclic cavity and facilitate the catalytic reaction. Kinetic data show a significant rate increase upon opening of the catalyst's flexible macrocyclic cavity and enhanced selectivity and reactivity with respect to the monomeric Cr(III)-salen analogue. The work presented represents a new approach to the construction of abiotic allosteric catalysts.
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Citations
Cites
Asymmetric Catalysis of Epoxide Ring-Opening Reactions
Jacobsen, E. N. (2000) · Accounts of Chemical Research · doi:10.1021/ar960061v · Cited by 1,261
Cited by
Material Applications for Salen Frameworks
Wezenberg, S. J., & Kleij, A. W. (2008) · Angewandte Chemie International Edition · doi:10.1002/anie.200702468 · Cited by 289
Signal Amplification by Allosteric Catalysis
Zhu, L., & Anslyn, E. V. (2006) · Angewandte Chemie International Edition · doi:10.1002/anie.200501476 · Cited by 151
Metadata
- Authors
- Gianneschi, N. C., Bertin, P. A., Nguyen, S. T., Mirkin, C. A., Zakharov, L. N., & Rheingold, A. L.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2003-08-08
- Volume
- 125
- Issue
- 35
- Pages
- 10508-10509
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2032919632
- Cited by
- 260
- References
- 1
- FWCI
- 13.62
- Type
- journal article
- Language
- en
- Open access
- closed
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- The paper
- Gianneschi, N. C., Bertin, P. A., Nguyen, S. T., Mirkin, C. A., Zakharov, L. N., & Rheingold, A. L. (2003). A Supramolecular Approach to an Allosteric Catalyst. Journal of the American Chemical Society. https://doi.org/10.1021/ja035621h
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
