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“Inverted” Cyclic(Alkyl)(Amino)Carbene (CAAC) Ruthenium Complex Catalyzed Isomerization Metathesis (ISOMET) of Long Chain Olefins to Propylene at Low Ethylene Pressure
https://orcid.org/0000-0002-1189-0032
https://orcid.org/0000-0002-4150-477X
https://orcid.org/0009-0008-0715-8907
https://orcid.org/0000-0002-6753-6796
https://orcid.org/0000-0002-0617-6264
https://orcid.org/0000-0001-8568-914X
https://orcid.org/0000-0002-5274-6117
https://orcid.org/0000-0002-4978-0365
https://orcid.org/0000-0001-8929-2713
AbstractIsomerization 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)(PPh3)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.
“Inverted” Cyclic(Alkyl)(Amino)Carbene (CAAC) Ruthenium Complex Catalyzed Isomerization Metathesis (ISOMET) of Long Chain Olefins to Propylene at Low Ethylene Pressure
https://orcid.org/0000-0002-1189-0032
https://orcid.org/0000-0002-4150-477X
https://orcid.org/0009-0008-0715-8907
https://orcid.org/0000-0002-6753-6796
https://orcid.org/0000-0002-0617-6264
https://orcid.org/0000-0001-8568-914X
https://orcid.org/0000-0002-5274-6117
https://orcid.org/0000-0002-4978-0365
https://orcid.org/0000-0001-8929-2713
AbstractIsomerization 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)(PPh3)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.
“Inverted” Cyclic(Alkyl)(Amino)Carbene (CAAC) Ruthenium Complex Catalyzed Isomerization Metathesis (ISOMET) of Long Chain Olefins to Propylene at Low Ethylene Pressure
https://orcid.org/0000-0002-1189-0032
https://orcid.org/0000-0002-4150-477X
https://orcid.org/0009-0008-0715-8907
https://orcid.org/0000-0002-6753-6796
https://orcid.org/0000-0002-0617-6264
https://orcid.org/0000-0001-8568-914X
https://orcid.org/0000-0002-5274-6117
https://orcid.org/0000-0002-4978-0365
https://orcid.org/0000-0001-8929-2713
AbstractIsomerization 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)(PPh3)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.
“Inverted” Cyclic(Alkyl)(Amino)Carbene (CAAC) Ruthenium Complex Catalyzed Isomerization Metathesis (ISOMET) of Long Chain Olefins to Propylene at Low Ethylene Pressure
Advanced Science
Farkas, Vajk (author) / Csókás, Dániel (author) / Erdélyi, Ádám (author) / Turczel, Gábor (author) / Bényei, Attila (author) / Nagy, Tibor (author) / Kéki, Sándor (author) / Pápai, Imre (author) / Tuba, Róbert (author)
Advanced Science ; 11
2024-05-01
Article (Journal)
Electronic Resource
English
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