TY - JOUR AU - Farkas, Vajk AU - Csókás, Dániel AU - Erdélyi, Ádám AU - Turczel, Gábor AU - Bényei, Attila Csaba AU - Nagy, Tibor AU - Kéki, Sándor AU - Pápai, Imre AU - Tuba, Róbert TI - “Inverted” Cyclic(Alkyl)(Amino)Carbene (CAAC) Ruthenium Complex Catalyzed Isomerization Metathesis (ISOMET) of Long Chain Olefins to Propylene at Low Ethylene Pressure JF - ADVANCED SCIENCE J2 - ADV SCI VL - 11 PY - 2024 IS - 12 SN - 2198-3844 DO - 10.1002/advs.202400118 UR - https://m2.mtmt.hu/api/publication/34742565 ID - 34742565 N1 - Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, Magyar tudósok körútja 2, Budapest, H-1117, Hungary Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Szent Gellért tér 4, Budapest, H-1111, Hungary Institute of Organic Chemistry, Research Centre for Natural Sciences, Magyar tudósok körútja 2, Budapest, H-1117, Hungary Research Centre for Biochemical, Environmental and Chemical Engineering, Department of MOL Hydrocarbon and Coal Processing, University of Pannonia, Egyetem u. 10, Veszprém, H-8210, Hungary Department of Physical Chemistry, Faculty of Science and Technology, University of Debrecen, Egyetem tér 1, Debrecen, H-4032, Hungary Department of Applied Chemistry, Faculty of Science and Technology, University of Debrecen, Egyetem tér 1, Debrecen, H-4032, Hungary Export Date: 22 March 2024 Correspondence Address: Tuba, R.; Institute of Materials and Environmental Chemistry, Magyar tudósok körútja 2, Hungary; email: tuba.robert@ttk.hu AB - Isomerization Metathesis (ISOMET) reaction is an emerging tool for “open loop” chemical recycling of polyethylene to propylene. Novel, latent N ‐Alkyl substituted Cyclic(Alkyl)(Amino)Carbene (CAAC)–ruthenium catalysts ( 5a‐Ru , 3b‐Ru – 6c‐Ru ) are developed rendering “inverted” chemical structure while showing enhanced ISOMET activity in combination with (RuHCl)(CO)(PPh 3 ) 3 ( RuH ) double bond isomerization co‐catalyst. Systematic investigations reveal that the steric hindrance of the substituents on nitrogen and carbon atom adjacent to carbene moiety in the CAAC ligand have significantly improved the catalytic activity and robustness. In contrast to the NHC‐Ru and CAAC‐Ru catalyst systems known so far, these systems show higher isomerization metathesis (ISOMET) activity (TON: 7400) on the model compound 1‐octadecene at as low as 3.0 bar optimized pressure, using technical grade (3.0) ethylene. The propylene content formed in the gas phase can reach up to 20% by volume. LA - English DB - MTMT ER - TY - JOUR AU - Tuba, Róbert AU - Kurdi, Róbert AU - Pályi, Gyula TI - THE TALE OF ALKYL- AND ACYLCOBALT CARBONYLS, JF - JOURNAL OF ORGANOMETALLIC CHEMISTRY J2 - J ORGANOMET CHEM VL - .2024 PY - 2024 SP - 123029 PG - 26 SN - 0022-328X DO - 10.1016/j.jorganchem.2024.123029 UR - https://m2.mtmt.hu/api/publication/34546230 ID - 34546230 LA - English DB - MTMT ER - TY - CONF AU - Tuba, Róbert AU - Valyon, József AU - Hancsók, Jenő TI - Különböző szénatomszámú alfa-olefinek előállítása megújuló és hulladék eredetű paraffinokból T2 - Pannon Innovációs Nap PY - 2023 UR - https://m2.mtmt.hu/api/publication/34016922 ID - 34016922 LA - Hungarian DB - MTMT ER - TY - PAT AU - Tuba, Róbert AU - Valyon, József AU - Hancsók, Jenő AU - Lónyi, Ferenc AU - Tomasek, Szabina AU - Nagyházi, Márton AU - Miskolczi, Norbert AU - Horváth, D. Z. AU - Vikár, Anna AU - Balla, Á. TI - Catalysts system and process for the preparation of alpha olefins and alpha olefin-containing products from long-chain paraffins PY - 2023 UR - https://m2.mtmt.hu/api/publication/33833364 ID - 33833364 LA - English DB - MTMT ER - TY - JOUR AU - Farkas, Vajk AU - Nagyházi, Márton AU - Anastas, Paul T. AU - Klankermayer, Jürgen AU - Tuba, Róbert TI - Making Persistent Plastics Degradable JF - CHEMSUSCHEM J2 - CHEMSUSCHEM VL - 16 PY - 2023 IS - 15 PG - 8 SN - 1864-5631 DO - 10.1002/cssc.202300553 UR - https://m2.mtmt.hu/api/publication/33779022 ID - 33779022 LA - English DB - MTMT ER - TY - PAT AU - Tuba, Róbert AU - Valyon, József AU - Hancsók, Jenő AU - Lónyi, Ferenc AU - Tomasek, Szabina AU - Nagyházi, Márton AU - Miskolczi, Norbert AU - Horváth, D. Z. AU - Vikár, Anna AU - Balla, Á. TI - Katalizátorrendszer és eljárás alfa-olefinek és alfa-olefin-tartalmú termékek előállítására hosszú szénláncú paraffinokból PY - 2022 UR - https://m2.mtmt.hu/api/publication/33833358 ID - 33833358 N1 - benyújtások dátumai: I. 2022.02.18. (HU / P2200042); II. 2022.04.14., HU /P2200120, III. 2022.11.15., HU / P2200450 LA - Hungarian DB - MTMT ER - TY - JOUR AU - Yoon, Ki-Young AU - Noh, Jinkyung AU - Gan, Quan AU - Edwards, Julian P. AU - Tuba, Róbert AU - Choi, Tae-Lim AU - Grubbs, Robert H. TI - Scalable and continuous access to pure cyclic polymers enabled by ‘quarantined’ heterogeneous catalysts JF - NATURE CHEMISTRY J2 - NAT CHEM VL - 14 PY - 2022 IS - 11 SP - 1242 EP - 1248 PG - 7 SN - 1755-4330 DO - 10.1038/s41557-022-01034-8 UR - https://m2.mtmt.hu/api/publication/33262683 ID - 33262683 LA - English DB - MTMT ER - TY - JOUR AU - Balla, Áron AU - Nagyházi, Márton AU - Turczel, Gábor AU - Solt, Hanna Erzsébet AU - Rosenbergerné Mihályi, Magdolna AU - Hancsók, Jenő AU - Valyon, József AU - Nagy, Tibor AU - Kéki, Sándor AU - Anastas, Paul T. AU - Tuba, Róbert TI - Hydrolytic dehydrogenation of ammonia borane in neat water using recyclable zeolite-supported cyclic alkyl amino carbene (CAAC)–Ru catalysts JF - NEW JOURNAL OF CHEMISTRY J2 - NEW J CHEM VL - 46 PY - 2022 SP - 16309 EP - 16316 PG - 8 SN - 1144-0546 DO - 10.1039/D2NJ03334H UR - https://m2.mtmt.hu/api/publication/33062564 ID - 33062564 AB - Highly effective ammonia borane dehydrogenation was carried out using a heterogenized ruthenium-CAAC complex in water. LA - English DB - MTMT ER - TY - JOUR AU - Deme, János AU - Nagyházi, Márton AU - May, Zoltán AU - Hancsók, Jenő AU - Valyon, József AU - Kéki, Sándor AU - Tuba, Róbert AU - Turczel, Gábor TI - Synthesis and catalytic olefin metathesis activity of amberlyst-15 supported cyclic and bicyclic alkyl amino carbene ruthenium complexes JF - REACTION KINETICS MECHANISMS AND CATALYSIS J2 - REACT KINET MECH CATAL VL - 135 PY - 2022 IS - 5 SP - 2519 EP - 2531 PG - 13 SN - 1878-5190 DO - 10.1007/s11144-022-02261-3 UR - https://m2.mtmt.hu/api/publication/33014942 ID - 33014942 N1 - Funding Agency and Grant Number: ELKH Research Centre for Natural Sciences Funding text: Open access funding provided by ELKH Research Centre for Natural Sciences. AB - Amberlyst-15 supported cyclic alkyl amino carbene and bicyclic alkyl amino carbene ruthenium olefin metathesis catalysts for sustainable catalytic applications have been synthesized by the well-known wet impregnation method utilizing ionic complex/support interaction. Surface coverages are as high as 4 and 7 wt% were achieved in the case of the significantly higher pore volume Amberlyst-15, compared to Amberlyst-36. These phase separable catalysts show high activity in cross metathesis, ring closing metathesis and ethenolysis reactions compared to the reported heterogenized olefin metathesis catalysts. Leeching tests revealed no more than 1.5 ppm ruthenium content for the investigated metathesis reactions, which is well below the accepted 10 ppm limit in case of consumer products. © 2022, The Author(s). LA - English DB - MTMT ER - TY - JOUR AU - Nagyházi, Márton AU - Lukacs, Adam AU - Turczel, Gábor AU - Hancsók, Jenő AU - Valyon, József AU - Bényei, Attila Csaba AU - Kéki, Sándor AU - Tuba, Róbert TI - Catalytic Decomposition of Long-Chain Olefins to Propylene via Isomerization-Metathesis Using Latent Bicyclic (Alkyl)(Amino)Carbene-Ruthenium Olefin Metathesis Catalysts JF - ANGEWANDTE CHEMIE-INTERNATIONAL EDITION J2 - ANGEW CHEM INT EDIT VL - 61 PY - 2022 IS - 28 PG - 7 SN - 1433-7851 DO - 10.1002/anie.202204413 UR - https://m2.mtmt.hu/api/publication/32853951 ID - 32853951 N1 - Utánközlés (párhuzamos közlés): 32787513-as publikáció Funding Agency and Grant Number: Economic Development and Innovation Operative Program of Hungary [GINOP-2.3.2-15-2016-00053]; European Union; Hungarian National Research, Development and Innovation Office-NKFIH [TKP-108-9/PALY-2021] Funding text: The authors acknowledge the financial support of the project by the Economic Development and Innovation Operative Program of Hungary, GINOP-2.3.2-15-2016-00053: Development of liquid fuels having high hydrogen content in the molecule (contribution to sustainable mobility). The Project is supported by the European Union. Thanks are due to Tibor Nagy (Department of Applied Chemistry, University of Debrecen) for HR-MS measurements. A. Benyei thanks the Hungarian National Research, Development and Innovation Office-NKFIH under the Grant NKFI NN-128368. R. Tuba thanks the Hungarian National Research, Development and Innovation Office-NKFIH under the Grant TKP-108-9/PALY-2021. AB - One of the most exciting scientific challenges today is the catalytic degradation of non-biodegradable polymers into value-added chemical feedstocks. The mild pyrolysis of polyolefins, including high-density polyethylene (HDPE), results in pyrolysis oils containing long-chain olefins as major products. In this paper, novel bicyclic (alkyl)(amino)carbene ruthenium (BICAAC-Ru) temperature-activated latent olefin metathesis catalysts, which can be used for catalytic decomposition of long-chain olefins to propylene are reported. These thermally stable catalysts show significantly higher selectivity to propylene at a reaction temperature of 75 degrees C compared to second generation Hoveyda-Grubbs or CAAC-Ru catalysts under ethenolysis conditions. The conversion of long-chain olefins (e.g., 1-octadecene or methyl oleate) to propylene via isomerization-metathesis is performed by using a (RuHCl)(CO)(PPh3)(3) isomerization co-catalyst. The reactions can be carried out at a BICAAC-Ru catalyst loading as low as 1 ppm at elevated reaction temperature (75 degrees C). The observed turnover number and turnover frequency are as high as 55 000 and 10 000 mol(propylene) mol(catalyst)(-1) h(-1), respectively. LA - English DB - MTMT ER -