The DOI matches its Crossref record; 50 of the 50 references it cites were found in a registry or an index.
Chiral Synthesis on Catalysts Immobilized in Microporous and Mesoporous Materials
Abstract
This paper reviews the recent progress made in the asymmetric synthesis on chiral catalysts in porous materials and discusses the effects of surface and pores on enantioselectivity (confinement effect). This paper also summarizes various approaches of immobilization of the chiral catalysts onto surfaces and into pores of solid inorganic supports such as microporous and mesoporous materials. The most important reactions surveyed for the chiral synthesis in porous materials include epoxidation, hydrogenation, hydroformylation, Aldol and Diels‐Alder reactions, etc. The confinement effect originated from the surfaces and the pores turns out to be a general phenomenon, which may make the enantioselectivity increase (positive effect) or decrease (negative effect). The confinement effect becomes more pronounced particularly when the bonding between the catalyst and the surface is more rigid and the pore size is tuned to a suitable range. It is proposed that the confinement in chiral synthesis is essentially a consequence of subtle change in transition states induced by weak interaction in pores or on surfaces. It is also anticipated that the enantioselectivity could be improved by tuning the confinement effect based on the molecular designing of the pore/surface and the immobilized catalysts according to the requirements of chiral reactions.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
(1990) · Cited by 9,358
A Chemically Functionalizable Nanoporous Material [Cu 3 (TMA) 2 (H 2 O) 3 ] n
Chui, S. S.-Y., Lo, S. M.-F., Charmant, J. P. H., Orpen, A. G., & Williams, I. D. (1999) · Science · doi:10.1126/science.283.5405.1148 · Cited by 6,063
Handbook of Heterogeneous Catalysis: Online
(2008) · Wiley eBooks · doi:10.1002/9783527610044 · Cited by 5,540
Ordered porous materials for emerging applications
Davis, M. E. (2002) · Nature · doi:10.1038/nature00785 · Cited by 5,308
A homochiral metal–organic porous material for enantioselective separation and catalysis
Seo, J. S., Whang, D., Lee, H., Jun, S. I., Oh, J., Jeon, Y. J., & Kim, K. (2000) · Nature · doi:10.1038/35010088 · Cited by 3,924
Periodic mesoporous organosilicas with organic groups inside the channel walls
Asefa, T., MacLachlan, M. J., Coombs, N., & Ozin, G. A. (1999) · Nature · doi:10.1038/47229 · Cited by 1,730
Inagaki, S., Guan, S., Fukushima, Y., Ohsuna, T., & Terasaki, O. (1999) · Journal of the American Chemical Society · doi:10.1021/ja9916658 · Cited by 1,677
Baney, R. H., Itoh, M., Sakakibara, A., & Suzuki, T. (1995) · Chemical Reviews · doi:10.1021/cr00037a012 · Cited by 1,522
Mesoporous Sieves with Unified Hybrid Inorganic/Organic Frameworks
Melde, B. J., Holland, B. T., Blanford, C. F., & Stein, A. (1999) · Chemistry of Materials · doi:10.1021/cm9903935 · Cited by 1,271
Bridged Polysilsesquioxanes. Highly Porous Hybrid Organic-Inorganic Materials
Loy, D. A., & Shea, K. J. (1995) · Chemical Reviews · doi:10.1021/cr00037a013 · Cited by 994
Assembly of porphyrin building blocks into network structures with large channels
Abrahams, B. F., Hoskins, B. F., Michail, D. M., & Robson, R. (1994) · Nature · doi:10.1038/369727a0 · Cited by 786
Supported Chiral Catalysts on Inorganic Materials
Song, C. E., & Lee, S.-G. (2002) · Chemical Reviews · doi:10.1021/cr0103625 · Cited by 662
Heterogeneous enantioselective catalysts: strategies for the immobilisation of homogeneous catalysts
McMorn, P., & Hutchings, G. J. (2004) · Chemical Society Reviews · doi:10.1039/b200387m · Cited by 616
Hydrotalcite-like anionic clays in catalytic organic reactions
Sels, B. F., De Vos, D. E., & Jacobs, P. A. (2001) · Catalysis Reviews · doi:10.1081/cr-120001809 · Cited by 489
Treacy, M. M. J., & Newsam, J. M. (1988) · Nature · doi:10.1038/332249a0 · Cited by 480
Chiral Porous Solids Based on Lamellar Lanthanide Phosphonates
Evans, O. R., Ngo, H. L., & Lin, W. (2001) · Journal of the American Chemical Society · doi:10.1021/ja0163772 · Cited by 474
Annis, D. A., & Jacobsen, E. N. (1999) · Journal of the American Chemical Society · doi:10.1021/ja984410n · Cited by 430
Enantioselective Hydrogenation Using Heterogeneous Modified Catalysts: An Update
Studer, M., Blaser, H., & Exner, C. (2003) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.200390029 · Cited by 427
Xiong, R.-G., You, X.-Z., Abrahams, B. F., Xue, Z., & Che, C.-M. (2001) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20011203)40:23<4422::aid-anie4422>3.0.co;2-g · Cited by 423
Baiker, A. (1997) · Journal of Molecular Catalysis A: Chemical · doi:10.1016/s1381-1169(96)00352-4 · Cited by 421
(2003) · Focus on Catalysts · doi:10.1016/s1351-4180(03)00555-5 · Cited by 316
Ohkuma, T., Koizumi, M., Muñiz, K., Hilt, G., Kabuto, C., & Noyori, R. (2002) · Journal of the American Chemical Society · doi:10.1021/ja026136+ · Cited by 308
Moreau, J. J. E., Vellutini, L., Wong Chi Man, M., & Bied, C. (2001) · Journal of the American Chemical Society · doi:10.1021/ja003843z · Cited by 282
A cobalt oxygen carrier in zeolite Y. A molecular "ship in a bottle"
Herron, N. (1986) · Inorganic Chemistry · doi:10.1021/ic00246a025 · Cited by 270
Sabater, M. J., Corma, A., Domenech, A., Fornés, V., & García, H. (1997) · Chemical Communications · doi:10.1039/a701337j · Cited by 268
Molecular Recognition in Lamellar Solids and Thin Films
Mallouk, T. E., & Gavin, J. A. (1998) · Accounts of Chemical Research · doi:10.1021/ar970038p · Cited by 261
Intrazeolite assembly of a chiral manganese salen epoxidation catalyst
Ogunwumi, S. B., & Bein, T. (1997) · Chemical Communications · doi:10.1039/a607879f · Cited by 210
Perspectives in catalytic applications of mesostructured materials
Trong On, D., Desplantier-Giscard, D., Danumah, C., & Kaliaguine, S. (2003) · Applied Catalysis A: General · doi:10.1016/s0926-860x(03)00195-9 · Cited by 210
Raja, R., Thomas, J. M., Jones, M. D., Johnson, B. F. G., & Vaughan, D. E. W. (2003) · Journal of the American Chemical Society · doi:10.1021/ja030381r · Cited by 200
Chiral Spaces: Dissymmetric Capsules Through Self-Assembly
Rivera, J. M., Martı́n, T., & Rebek, J. (1998) · Science · doi:10.1126/science.279.5353.1021 · Cited by 199
Enhancing the Enantioselectivity of Novel Homogeneous Organometallic Hydrogenation Catalysts
Jones, M. D., Raja, R., Thomas, J. M., Johnson, B. F. G., Lewis, D. W., Rouzaud, J., & Harris, K. D. M. (2003) · Angewandte Chemie International Edition · doi:10.1002/anie.200250861 · Cited by 189
ROUHI, A. M. (2003) · Chemical & Engineering News Archive · doi:10.1021/cen-v081n018.p045 · Cited by 182
Chiral Reactions in Heterogeneous Catalysis
(1995) · Springer eBooks · doi:10.1007/978-1-4615-1909-6 · Cited by 181
A metal complex that binds α-amino acids with high and predictable stereospecificity
Chin, J., Lee, S. S., Lee, K. J., Park, S., & Kim, D. H. (1999) · Nature · doi:10.1038/45751 · Cited by 168
Intrazeolite assembly of a chiral manganese salen epoxidation catalyst
(1997) · Applied Catalysis B: Environmental · doi:10.1016/s0926-3373(97)90090-4 · Cited by 165
STINSON, S. C. (2001) · Chemical & Engineering News · doi:10.1021/cen-v079n040.p079 · Cited by 154
ROUH, A. M. (2004) · Chemical & Engineering News · doi:10.1021/cen-v082n024.p047 · Cited by 137
Baleizão, C. (2003) · Journal of Catalysis · doi:10.1016/s0021-9517(03)00007-1 · Cited by 121
Soai, K., Watanabe, M., & Yamamoto, A. (1990) · The Journal of Organic Chemistry · doi:10.1021/jo00303a014 · Cited by 112
Baleizão, C., Gigante, B., Sabater, M. J., García, H., & Corma, A. (2002) · Applied Catalysis A General · doi:10.1016/s0926-860x(01)00979-6 · Cited by 98
Recent Aspects of Asymmetric Catalysis by Immobilized Chiral Metal Catalysts
Bianchini, C., & Barbaro, P. (2002) · Topics in Catalysis · doi:10.1023/a:1013825114636 · Cited by 89
Choudary, B. M., Valli, V. L. K., & Prasad, A. D. (1990) · Journal of the Chemical Society Chemical Communications · doi:10.1039/c39900001186 · Cited by 64
Bellocq, N. C., Abramson, S., LASPERAS, M., Brunel, D., & Moreau, P. (1999) · Tetrahedron Asymmetry · doi:10.1016/s0957-4166(99)00310-9 · Cited by 60
LASPERAS, M., Bellocq, N. C., Brunel, D., & Moreau, P. (1998) · Tetrahedron Asymmetry · doi:10.1016/s0957-4166(98)00294-8 · Cited by 56
Chiral catalysts confined in porous hosts
Hultman, H. M., de Lang, M., Nowotny, M., Arends, I. W. C. E., Hanefeld, U., Sheldon, R. A., & Maschmeyer, T. (2003) · Journal of Catalysis · doi:10.1016/s0021-9517(02)00154-9 · Cited by 49
Abramson, S., LASPERAS, M., Galarneau, A., Desplantier‐Giscard, D., & Brunel, D. (2000) · Chemical Communications · doi:10.1039/b005518m · Cited by 48
Schuster, C., Möllmann, E., Tompos, A., & Hölderich, W. F. (2001) · Catalysis Letters · doi:10.1023/a:1016639131534 · Cited by 39
Bhattacharjee, S., & Anderson, J. A. (2004) · Catalysis Letters · doi:10.1023/b:catl.0000027284.86112.5a · Cited by 39
Chiral catalysts confined in porous hosts
Hultman, H. M., de Lang, M., Arends, I. W. C. E., Hanefeld, U., Sheldon, R. A., & Maschmeyer, T. (2003) · Journal of Catalysis · doi:10.1016/s0021-9517(02)00155-0 · Cited by 26
Mastalir, Á., Szőllősi, G., Király, Z., & Rázga, Z. (2002) · Applied Clay Science · doi:10.1016/s0169-1317(02)00107-2 · Cited by 24
Cited by
Size Effect on Cell Uptake in Well‐Suspended, Uniform Mesoporous Silica Nanoparticles
Lu, F., Wu, S., Hung, Y., & Mou, C. (2009) · Small · doi:10.1002/smll.200900005 · Cited by 1,041
Chiral covalent organic frameworks: design, synthesis and property
Han, X., Yuan, C., Hou, B., Liu, L., Li, H., Liu, Y., & Cui, Y. (2020) · Chemical Society Reviews · doi:10.1039/d0cs00009d · Cited by 478
Thomas, J. M., & Raja, R. (2008) · Accounts of Chemical Research · doi:10.1021/ar700217y · Cited by 277
Metadata
- Authors
- Li, C.
- Venue
- Catalysis Reviews
- Publisher
- Informa UK Limited
- Published
- 2004-12
- Volume
- 46
- Issue
- 3-4
- Pages
- 419-492
- ISSN
- 0161-4940 (ISSN-L)
- 1520-5703
- OpenAlex
- W2119369687
- Cited by
- 357
- References
- 50
- FWCI
- 15.25
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
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.
