---
_id: '64005'
abstract:
- lang: eng
  text: A novel immobilized chiral dirhodium catalyst, Rh2(S-PTTL)3(S-PTTL-linker)∼SBA-15
    (8), has been prepared via click reaction of azide-groups on functionalized SBA-15
    with the dirhodium complex Rh2(S-PTTL)3(S-PTTL-alkyne) (6) containing an alkyne
    moiety. During the synthesis of this complex, one chiral ligand of the parent
    Rh2(S-PTTL)4 catalyst is exchanged with an analogous chiral ligand system containing
    an alkyne moiety, which to a great extent maintains the intrinsic catalytic performance
    of the catalyst. The heterogeneous dirhodium catalyst is characterized by FT-IR
    and 13C solid-state NMR to validate the successful immobilization. The catalytic
    performance of the heterogeneous catalyst 8 is investigated in the asymmetric
    cyclopropanation of 3-diazooxindole with different aryl alkenes that form spiro-cyclopropyloxindoles
    which serve as precursors for pharmaceuticals. The resulting heterogeneous catalyst
    shows high catalytic activity and significant enantioselectivity. Importantly,
    it can be readily recovered and reused at least four times without significant
    loss of its catalytic performance.
author:
- first_name: Zhenzhong
  full_name: Li, Zhenzhong
  last_name: Li
- first_name: Lorenz
  full_name: Rösler, Lorenz
  last_name: Rösler
- first_name: Till
  full_name: Wissel, Till
  last_name: Wissel
- first_name: Hergen
  full_name: Breitzke, Hergen
  last_name: Breitzke
- first_name: Torsten
  full_name: Gutmann, Torsten
  id: '118165'
  last_name: Gutmann
- first_name: Gerd
  full_name: Buntkowsky, Gerd
  last_name: Buntkowsky
citation:
  ama: 'Li Z, Rösler L, Wissel T, Breitzke H, Gutmann T, Buntkowsky G. Immobilization
    of a chiral dirhodium catalyst on SBA-15 via click-chemistry: Application in the
    asymmetric cyclopropanation of 3-diazooxindole with aryl alkenes. <i>Journal of
    CO2 Utilization</i>. 2021;52:101682. doi:<a href="https://doi.org/10.1016/j.jcou.2021.101682">10.1016/j.jcou.2021.101682</a>'
  apa: 'Li, Z., Rösler, L., Wissel, T., Breitzke, H., Gutmann, T., &#38; Buntkowsky,
    G. (2021). Immobilization of a chiral dirhodium catalyst on SBA-15 via click-chemistry:
    Application in the asymmetric cyclopropanation of 3-diazooxindole with aryl alkenes.
    <i>Journal of CO2 Utilization</i>, <i>52</i>, 101682. <a href="https://doi.org/10.1016/j.jcou.2021.101682">https://doi.org/10.1016/j.jcou.2021.101682</a>'
  bibtex: '@article{Li_Rösler_Wissel_Breitzke_Gutmann_Buntkowsky_2021, title={Immobilization
    of a chiral dirhodium catalyst on SBA-15 via click-chemistry: Application in the
    asymmetric cyclopropanation of 3-diazooxindole with aryl alkenes}, volume={52},
    DOI={<a href="https://doi.org/10.1016/j.jcou.2021.101682">10.1016/j.jcou.2021.101682</a>},
    journal={Journal of CO2 Utilization}, author={Li, Zhenzhong and Rösler, Lorenz
    and Wissel, Till and Breitzke, Hergen and Gutmann, Torsten and Buntkowsky, Gerd},
    year={2021}, pages={101682} }'
  chicago: 'Li, Zhenzhong, Lorenz Rösler, Till Wissel, Hergen Breitzke, Torsten Gutmann,
    and Gerd Buntkowsky. “Immobilization of a Chiral Dirhodium Catalyst on SBA-15
    via Click-Chemistry: Application in the Asymmetric Cyclopropanation of 3-Diazooxindole
    with Aryl Alkenes.” <i>Journal of CO2 Utilization</i> 52 (2021): 101682. <a href="https://doi.org/10.1016/j.jcou.2021.101682">https://doi.org/10.1016/j.jcou.2021.101682</a>.'
  ieee: 'Z. Li, L. Rösler, T. Wissel, H. Breitzke, T. Gutmann, and G. Buntkowsky,
    “Immobilization of a chiral dirhodium catalyst on SBA-15 via click-chemistry:
    Application in the asymmetric cyclopropanation of 3-diazooxindole with aryl alkenes,”
    <i>Journal of CO2 Utilization</i>, vol. 52, p. 101682, 2021, doi: <a href="https://doi.org/10.1016/j.jcou.2021.101682">10.1016/j.jcou.2021.101682</a>.'
  mla: 'Li, Zhenzhong, et al. “Immobilization of a Chiral Dirhodium Catalyst on SBA-15
    via Click-Chemistry: Application in the Asymmetric Cyclopropanation of 3-Diazooxindole
    with Aryl Alkenes.” <i>Journal of CO2 Utilization</i>, vol. 52, 2021, p. 101682,
    doi:<a href="https://doi.org/10.1016/j.jcou.2021.101682">10.1016/j.jcou.2021.101682</a>.'
  short: Z. Li, L. Rösler, T. Wissel, H. Breitzke, T. Gutmann, G. Buntkowsky, Journal
    of CO2 Utilization 52 (2021) 101682.
date_created: 2026-02-07T15:55:18Z
date_updated: 2026-02-17T16:15:35Z
doi: 10.1016/j.jcou.2021.101682
extern: '1'
intvolume: '        52'
keyword:
- immobilized catalyst
- asymmetric cyclopropanation
- Chiral dirhodium
language:
- iso: eng
page: '101682'
publication: Journal of CO2 Utilization
status: public
title: 'Immobilization of a chiral dirhodium catalyst on SBA-15 via click-chemistry:
  Application in the asymmetric cyclopropanation of 3-diazooxindole with aryl alkenes'
type: journal_article
user_id: '100715'
volume: 52
year: '2021'
...
---
_id: '64010'
abstract:
- lang: eng
  text: Seven novel dirhodium coordination polymers (Rh-2-Ln) (n = 1-7) are prepared
    by employing bitopic ligands to connect dirhodium nodes. The formation of the
    framework is confirmed by attenuated total reflectance Fourier transform infrared
    (ATR-FTIR) and H-1 C-13 cross polarization magic angle spinning nuclear magnetic
    resonance (CP MAS NMR) spectroscopy. Defect sites resulting from incomplete ligand
    substitution are revealed by F-19 MAS NMR. The random stacking behavior of the
    frameworks in the obtained solid is analyzed by scanning electron microscopy (SEM)
    and X-ray diffraction (XRD). The Rh-2/O interaction in neighboring layers is investigated
    by diffuse reflectance ultra-violet visible light (DR-UV-vis) spectroscopy and
    X-ray photoelectron spectroscopy (XPS). This interaction is relevant to understand
    the catalytic behavior of various Rh-2-Ln catalysts in the cyclopropanation of
    styrene with ethyl diazoacetate (EDA). In this context, the structure-reactivity
    relationship is discussed by taking into consideration both interlayer Rh-2/O
    interactions and steric effects of side chains.
author:
- first_name: J. Q.
  full_name: Liu, J. Q.
  last_name: Liu
- first_name: Y. P.
  full_name: Xu, Y. P.
  last_name: Xu
- first_name: P. B.
  full_name: Groszewicz, P. B.
  last_name: Groszewicz
- first_name: M.
  full_name: Brodrecht, M.
  last_name: Brodrecht
- first_name: C.
  full_name: Fasel, C.
  last_name: Fasel
- first_name: K.
  full_name: Hofmann, K.
  last_name: Hofmann
- first_name: X. J.
  full_name: Tan, X. J.
  last_name: Tan
- first_name: Torsten
  full_name: Gutmann, Torsten
  id: '118165'
  last_name: Gutmann
- first_name: G.
  full_name: Buntkowsky, G.
  last_name: Buntkowsky
citation:
  ama: 'Liu JQ, Xu YP, Groszewicz PB, et al. Novel dirhodium coordination polymers:
    the impact of side chains on cyclopropanation. <i>Catalysis Science &#38; Technology</i>.
    2018;8(20):5190–5200. doi:<a href="https://doi.org/10.1039/c8cy01493k">10.1039/c8cy01493k</a>'
  apa: 'Liu, J. Q., Xu, Y. P., Groszewicz, P. B., Brodrecht, M., Fasel, C., Hofmann,
    K., Tan, X. J., Gutmann, T., &#38; Buntkowsky, G. (2018). Novel dirhodium coordination
    polymers: the impact of side chains on cyclopropanation. <i>Catalysis Science
    &#38; Technology</i>, <i>8</i>(20), 5190–5200. <a href="https://doi.org/10.1039/c8cy01493k">https://doi.org/10.1039/c8cy01493k</a>'
  bibtex: '@article{Liu_Xu_Groszewicz_Brodrecht_Fasel_Hofmann_Tan_Gutmann_Buntkowsky_2018,
    title={Novel dirhodium coordination polymers: the impact of side chains on cyclopropanation},
    volume={8}, DOI={<a href="https://doi.org/10.1039/c8cy01493k">10.1039/c8cy01493k</a>},
    number={20}, journal={Catalysis Science &#38; Technology}, author={Liu, J. Q.
    and Xu, Y. P. and Groszewicz, P. B. and Brodrecht, M. and Fasel, C. and Hofmann,
    K. and Tan, X. J. and Gutmann, Torsten and Buntkowsky, G.}, year={2018}, pages={5190–5200}
    }'
  chicago: 'Liu, J. Q., Y. P. Xu, P. B. Groszewicz, M. Brodrecht, C. Fasel, K. Hofmann,
    X. J. Tan, Torsten Gutmann, and G. Buntkowsky. “Novel Dirhodium Coordination Polymers:
    The Impact of Side Chains on Cyclopropanation.” <i>Catalysis Science &#38; Technology</i>
    8, no. 20 (2018): 5190–5200. <a href="https://doi.org/10.1039/c8cy01493k">https://doi.org/10.1039/c8cy01493k</a>.'
  ieee: 'J. Q. Liu <i>et al.</i>, “Novel dirhodium coordination polymers: the impact
    of side chains on cyclopropanation,” <i>Catalysis Science &#38; Technology</i>,
    vol. 8, no. 20, pp. 5190–5200, 2018, doi: <a href="https://doi.org/10.1039/c8cy01493k">10.1039/c8cy01493k</a>.'
  mla: 'Liu, J. Q., et al. “Novel Dirhodium Coordination Polymers: The Impact of Side
    Chains on Cyclopropanation.” <i>Catalysis Science &#38; Technology</i>, vol. 8,
    no. 20, 2018, pp. 5190–5200, doi:<a href="https://doi.org/10.1039/c8cy01493k">10.1039/c8cy01493k</a>.'
  short: J.Q. Liu, Y.P. Xu, P.B. Groszewicz, M. Brodrecht, C. Fasel, K. Hofmann, X.J.
    Tan, T. Gutmann, G. Buntkowsky, Catalysis Science &#38; Technology 8 (2018) 5190–5200.
date_created: 2026-02-07T15:57:34Z
date_updated: 2026-02-17T16:15:22Z
doi: 10.1039/c8cy01493k
extern: '1'
intvolume: '         8'
issue: '20'
keyword:
- Chemistry
- asymmetric cyclopropanation
- c-h insertion
- carbene transformations
- carboxylates
- catalysts
- functionalization
- immobilization
- metal-organic frameworks
- nmr
- solid support
language:
- iso: eng
page: 5190–5200
publication: Catalysis Science & Technology
publication_identifier:
  issn:
  - 2044-4753
status: public
title: 'Novel dirhodium coordination polymers: the impact of side chains on cyclopropanation'
type: journal_article
user_id: '100715'
volume: 8
year: '2018'
...