{"citation":{"mla":"Nguyen, Khoa D., et al. “Insights into the Role of Zirconium in Proline Functionalized Metal-Organic Frameworks Attaining High Enantio- and Diastereoselectivity.” <i>Journal of Catalysis</i>, vol. 377, 2019, pp. 41–50, doi:<a href=\"https://doi.org/10.1016/j.jcat.2019.07.003\">10.1016/j.jcat.2019.07.003</a>.","short":"K.D. Nguyen, C. Kutzscher, S. Ehrling, I. Senkovska, V. Bon, M. Oliveira, T. Gutmann, G. Buntkowsky, S. Kaskel, Journal of Catalysis 377 (2019) 41–50.","bibtex":"@article{Nguyen_Kutzscher_Ehrling_Senkovska_Bon_Oliveira_Gutmann_Buntkowsky_Kaskel_2019, title={Insights into the role of zirconium in proline functionalized metal-organic frameworks attaining high enantio- and diastereoselectivity}, volume={377}, DOI={<a href=\"https://doi.org/10.1016/j.jcat.2019.07.003\">10.1016/j.jcat.2019.07.003</a>}, journal={Journal of Catalysis}, author={Nguyen, Khoa D. and Kutzscher, Christel and Ehrling, Sebastian and Senkovska, Irena and Bon, Volodymyr and Oliveira, Marcos and Gutmann, Torsten and Buntkowsky, Gerd and Kaskel, Stefan}, year={2019}, pages={41–50} }","apa":"Nguyen, K. D., Kutzscher, C., Ehrling, S., Senkovska, I., Bon, V., Oliveira, M., Gutmann, T., Buntkowsky, G., &#38; Kaskel, S. (2019). Insights into the role of zirconium in proline functionalized metal-organic frameworks attaining high enantio- and diastereoselectivity. <i>Journal of Catalysis</i>, <i>377</i>, 41–50. <a href=\"https://doi.org/10.1016/j.jcat.2019.07.003\">https://doi.org/10.1016/j.jcat.2019.07.003</a>","ama":"Nguyen KD, Kutzscher C, Ehrling S, et al. Insights into the role of zirconium in proline functionalized metal-organic frameworks attaining high enantio- and diastereoselectivity. <i>Journal of Catalysis</i>. 2019;377:41–50. doi:<a href=\"https://doi.org/10.1016/j.jcat.2019.07.003\">10.1016/j.jcat.2019.07.003</a>","ieee":"K. D. Nguyen <i>et al.</i>, “Insights into the role of zirconium in proline functionalized metal-organic frameworks attaining high enantio- and diastereoselectivity,” <i>Journal of Catalysis</i>, vol. 377, pp. 41–50, 2019, doi: <a href=\"https://doi.org/10.1016/j.jcat.2019.07.003\">10.1016/j.jcat.2019.07.003</a>.","chicago":"Nguyen, Khoa D., Christel Kutzscher, Sebastian Ehrling, Irena Senkovska, Volodymyr Bon, Marcos Oliveira, Torsten Gutmann, Gerd Buntkowsky, and Stefan Kaskel. “Insights into the Role of Zirconium in Proline Functionalized Metal-Organic Frameworks Attaining High Enantio- and Diastereoselectivity.” <i>Journal of Catalysis</i> 377 (2019): 41–50. <a href=\"https://doi.org/10.1016/j.jcat.2019.07.003\">https://doi.org/10.1016/j.jcat.2019.07.003</a>."},"intvolume":"       377","page":"41–50","year":"2019","author":[{"full_name":"Nguyen, Khoa D.","last_name":"Nguyen","first_name":"Khoa D."},{"full_name":"Kutzscher, Christel","last_name":"Kutzscher","first_name":"Christel"},{"first_name":"Sebastian","full_name":"Ehrling, Sebastian","last_name":"Ehrling"},{"first_name":"Irena","full_name":"Senkovska, Irena","last_name":"Senkovska"},{"last_name":"Bon","full_name":"Bon, Volodymyr","first_name":"Volodymyr"},{"first_name":"Marcos","last_name":"Oliveira","full_name":"Oliveira, Marcos"},{"first_name":"Torsten","last_name":"Gutmann","id":"118165","full_name":"Gutmann, Torsten"},{"last_name":"Buntkowsky","full_name":"Buntkowsky, Gerd","first_name":"Gerd"},{"first_name":"Stefan","full_name":"Kaskel, Stefan","last_name":"Kaskel"}],"date_created":"2026-02-07T16:02:33Z","volume":377,"date_updated":"2026-02-17T16:14:42Z","doi":"10.1016/j.jcat.2019.07.003","title":"Insights into the role of zirconium in proline functionalized metal-organic frameworks attaining high enantio- and diastereoselectivity","type":"journal_article","publication":"Journal of Catalysis","status":"public","abstract":[{"lang":"eng","text":"A chiral zirconium-based catalyst, DUT-67-Pro containing 8-connected Zr6-clusters is obtained by post synthetic functionalization of Zr6O6(OH)2(TDC)4(HCOO)2 (DUT-67, TDC = 2,5-thiophenedicarboxylate) with the chiral monocarboxylic acid, L-proline. 13C and 15N solid state MAS and DNP NMR studies of DUT-67-Pro confirm the integration of L-proline into the porous framework. The chiral MOF catalyst exhibits an excellent catalytic activity at low temperature (298 K) with an unprecedented syn-(S,S)-product selectivity in an asymmetric aldol addition reaction of cyclohexanone to 4-nitrobenzaldehyde (yield = 95%, ee = 96%). Comparative catalytic studies using a molecular Zr6-cluster model compound indicate the Zr6-moiety to be responsible for this inverse diastereoselectivity compared to well-established L-proline organocatalysis and a mechanism is proposed to explain the Zr6-cluster-mediated syn-selectivity. Masking residual acidic active sites in the cluster of the framework was found to be a key prerequisite to achieve the high enantioselectivity. The purely heterogeneous catalytic system based on DUT-67-Pro is highly stable and can be recycled several times."}],"user_id":"100715","_id":"64019","extern":"1","language":[{"iso":"eng"}],"keyword":["-proline","-selective aldol reaction","Chirality","Metal-organic framework","Zirconium"]}