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Volume 11
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10.3390/catal11030316
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Article

Engineering and Performance of Ruthenium Complexes Immobilized on Mesoporous Siliceous Materials as Racemization Catalysts

by
Monika Heba
1,
Dominika Stradomska
2,
Katarzyna Szymańska
2,
Andrzej Jarzębski
2,3,
Krzysztof Ambroziak
4,
Monika Masternak
4,
Anna Kolanowska
1,
Wojciech Pudło
2 and
Nikodem Kuźnik
1,*
1
Department of Organic Chemistry, Bioorganic Chemistry and Biotechnology, Silesian University of Technology, B. Krzywoustego 4, 44-100 Gliwice, Poland
2
Department of Chemical Engineering, Silesian University of Technology, M. Strzody 7, 44-100 Gliwice, Poland
3
Institute of Chemical Engineering, Polish Academy of Sciences, Bałtycka 5, 44-100 Gliwice, Poland
4
Intermag Sp. z o.o., Olkusz, Al. 1000-lecia 15G, 32-300 Olkusz, Poland
*
Author to whom correspondence should be addressed.
Catalysts 2021, 11(3), 316; https://doi.org/10.3390/catal11030316
Submission received: 28 December 2020 / Revised: 14 February 2021 / Accepted: 23 February 2021 / Published: 28 February 2021
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Abstract

Dynamic kinetic resolution (DKR) is one of the most attractive routes to enantioselective synthesis, and ruthenium complexes are often applied as racemization catalysts. Two substituted cyclopentadienyl ruthenium complexes were immobilized covalently and non-covalently on mesoporous silica of mesocellular foam (MCF) and Santa Barbara Amorphous (SBA)-15 type functionalized with a 3 carbon spacer and 4-(chloromethyl)-N-amidobenzoate moiety. The catalysts were studied in a model reaction of secondary alcohol racemization. The immobilization decreased catalyst activity, considerably more for SBA-15 than for MCFs, and complete racemization of 1-phenylethanol was achieved within 24 h with the MCF-supported catalyst. The catalyst could be recovered and reused, thus paving the way for further development of the DKR process. The synthesized materials were fully characterized by Fourier-transform infrared spectroscopy analysis, thermogravimetry analysis, inductively cou-pled plasma optical emission spectrometry, and nitrogen adsorption at 77 K.
Keywords: ruthenium complexes; racemization; chiral secondary alcohols; resolution of enantiomers ruthenium complexes; racemization; chiral secondary alcohols; resolution of enantiomers
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MDPI and ACS Style

Heba, M.; Stradomska, D.; Szymańska, K.; Jarzębski, A.; Ambroziak, K.; Masternak, M.; Kolanowska, A.; Pudło, W.; Kuźnik, N. Engineering and Performance of Ruthenium Complexes Immobilized on Mesoporous Siliceous Materials as Racemization Catalysts. Catalysts 2021, 11, 316. https://doi.org/10.3390/catal11030316

AMA Style

Heba M, Stradomska D, Szymańska K, Jarzębski A, Ambroziak K, Masternak M, Kolanowska A, Pudło W, Kuźnik N. Engineering and Performance of Ruthenium Complexes Immobilized on Mesoporous Siliceous Materials as Racemization Catalysts. Catalysts. 2021; 11(3):316. https://doi.org/10.3390/catal11030316

Chicago/Turabian Style

Heba, Monika, Dominika Stradomska, Katarzyna Szymańska, Andrzej Jarzębski, Krzysztof Ambroziak, Monika Masternak, Anna Kolanowska, Wojciech Pudło, and Nikodem Kuźnik. 2021. "Engineering and Performance of Ruthenium Complexes Immobilized on Mesoporous Siliceous Materials as Racemization Catalysts" Catalysts 11, no. 3: 316. https://doi.org/10.3390/catal11030316

APA Style

Heba, M., Stradomska, D., Szymańska, K., Jarzębski, A., Ambroziak, K., Masternak, M., Kolanowska, A., Pudło, W., & Kuźnik, N. (2021). Engineering and Performance of Ruthenium Complexes Immobilized on Mesoporous Siliceous Materials as Racemization Catalysts. Catalysts, 11(3), 316. https://doi.org/10.3390/catal11030316

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