[{"page":"101682","intvolume":"        52","citation":{"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} }","short":"Z. Li, L. Rösler, T. Wissel, H. Breitzke, T. Gutmann, G. Buntkowsky, Journal of CO2 Utilization 52 (2021) 101682.","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>.","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>","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>.","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>"},"year":"2021","volume":52,"author":[{"first_name":"Zhenzhong","full_name":"Li, Zhenzhong","last_name":"Li"},{"last_name":"Rösler","full_name":"Rösler, Lorenz","first_name":"Lorenz"},{"first_name":"Till","full_name":"Wissel, Till","last_name":"Wissel"},{"full_name":"Breitzke, Hergen","last_name":"Breitzke","first_name":"Hergen"},{"first_name":"Torsten","last_name":"Gutmann","id":"118165","full_name":"Gutmann, Torsten"},{"last_name":"Buntkowsky","full_name":"Buntkowsky, Gerd","first_name":"Gerd"}],"date_created":"2026-02-07T15:55:18Z","date_updated":"2026-02-17T16:15:35Z","doi":"10.1016/j.jcou.2021.101682","title":"Immobilization of a chiral dirhodium catalyst on SBA-15 via click-chemistry: Application in the asymmetric cyclopropanation of 3-diazooxindole with aryl alkenes","publication":"Journal of CO2 Utilization","type":"journal_article","status":"public","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."}],"user_id":"100715","_id":"64005","language":[{"iso":"eng"}],"extern":"1","keyword":["immobilized catalyst","asymmetric cyclopropanation","Chiral dirhodium"]},{"volume":8,"date_created":"2026-02-07T15:57:34Z","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"},{"last_name":"Groszewicz","full_name":"Groszewicz, P. B.","first_name":"P. B."},{"last_name":"Brodrecht","full_name":"Brodrecht, M.","first_name":"M."},{"last_name":"Fasel","full_name":"Fasel, C.","first_name":"C."},{"first_name":"K.","full_name":"Hofmann, K.","last_name":"Hofmann"},{"first_name":"X. J.","last_name":"Tan","full_name":"Tan, X. J."},{"first_name":"Torsten","id":"118165","full_name":"Gutmann, Torsten","last_name":"Gutmann"},{"last_name":"Buntkowsky","full_name":"Buntkowsky, G.","first_name":"G."}],"date_updated":"2026-02-17T16:15:22Z","doi":"10.1039/c8cy01493k","title":"Novel dirhodium coordination polymers: the impact of side chains on cyclopropanation","issue":"20","publication_identifier":{"issn":["2044-4753"]},"page":"5190–5200","intvolume":"         8","citation":{"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>.","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>","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>.","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} }","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."},"year":"2018","user_id":"100715","_id":"64010","language":[{"iso":"eng"}],"extern":"1","keyword":["Chemistry","asymmetric cyclopropanation","c-h insertion","carbene transformations","carboxylates","catalysts","functionalization","immobilization","metal-organic frameworks","nmr","solid support"],"publication":"Catalysis Science & Technology","type":"journal_article","status":"public","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."}]}]
