Synthesis of Branched α‐Olefins via Trimerization and Tetramerization of Ethylene
Abstract α‐Olefins are very important bulk and fine chemicals and their synthesis from ethylene, an abundantly available and inexpensive feedstock, is highly attractive. Unfortunately, the direct or on‐purpose synthesis of olefins from ethylene is limited to three examples, 1‐butene, 1‐hexene, and 1...
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| Format: | Article |
| Language: | English |
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Wiley
2024-10-01
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| Series: | Advanced Science |
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| Online Access: | https://doi.org/10.1002/advs.202405653 |
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| author | Fabian Lukas Paula A. Simon Thomas Dietel Winfried P. Kretschmer Rhett Kempe |
| author_facet | Fabian Lukas Paula A. Simon Thomas Dietel Winfried P. Kretschmer Rhett Kempe |
| author_sort | Fabian Lukas |
| collection | DOAJ |
| description | Abstract α‐Olefins are very important bulk and fine chemicals and their synthesis from ethylene, an abundantly available and inexpensive feedstock, is highly attractive. Unfortunately, the direct or on‐purpose synthesis of olefins from ethylene is limited to three examples, 1‐butene, 1‐hexene, and 1‐octene, all having a linear structure. Herein, the direct synthesis of 3‐methylenepentane and 4‐ethylhex‐1‐ene, branched trimerization, and tetramerization products of ethylene, respectively, is reported. Different molecular titanium catalysts, all highly active, with a selectivity toward the formation of the branched ethylene trimer or tetramer, the employment of different activators, and different reaction conditions are the key to selective product formation. The long‐time stability of selected catalysts employed permits upscaling as demonstrated for the synthesis of 4‐ethylhex‐1‐ene (52 g isolated, TON(ethylene) 10.7 · 106). |
| format | Article |
| id | doaj-art-741da99e5d63478c831ce89e7ec903d8 |
| institution | OA Journals |
| issn | 2198-3844 |
| language | English |
| publishDate | 2024-10-01 |
| publisher | Wiley |
| record_format | Article |
| series | Advanced Science |
| spelling | doaj-art-741da99e5d63478c831ce89e7ec903d82025-08-20T02:17:10ZengWileyAdvanced Science2198-38442024-10-011138n/an/a10.1002/advs.202405653Synthesis of Branched α‐Olefins via Trimerization and Tetramerization of EthyleneFabian Lukas0Paula A. Simon1Thomas Dietel2Winfried P. Kretschmer3Rhett Kempe4Lehrstuhl für Anorganische Chemie II – Katalysatordesign Sustainable Chemistry Centre University of Bayreuth 95440 Bayreuth GermanyLehrstuhl für Anorganische Chemie II – Katalysatordesign Sustainable Chemistry Centre University of Bayreuth 95440 Bayreuth GermanyLehrstuhl für Anorganische Chemie II – Katalysatordesign Sustainable Chemistry Centre University of Bayreuth 95440 Bayreuth GermanyLehrstuhl für Anorganische Chemie II – Katalysatordesign Sustainable Chemistry Centre University of Bayreuth 95440 Bayreuth GermanyLehrstuhl für Anorganische Chemie II – Katalysatordesign Sustainable Chemistry Centre University of Bayreuth 95440 Bayreuth GermanyAbstract α‐Olefins are very important bulk and fine chemicals and their synthesis from ethylene, an abundantly available and inexpensive feedstock, is highly attractive. Unfortunately, the direct or on‐purpose synthesis of olefins from ethylene is limited to three examples, 1‐butene, 1‐hexene, and 1‐octene, all having a linear structure. Herein, the direct synthesis of 3‐methylenepentane and 4‐ethylhex‐1‐ene, branched trimerization, and tetramerization products of ethylene, respectively, is reported. Different molecular titanium catalysts, all highly active, with a selectivity toward the formation of the branched ethylene trimer or tetramer, the employment of different activators, and different reaction conditions are the key to selective product formation. The long‐time stability of selected catalysts employed permits upscaling as demonstrated for the synthesis of 4‐ethylhex‐1‐ene (52 g isolated, TON(ethylene) 10.7 · 106).https://doi.org/10.1002/advs.202405653branched α‐olefinsethylenetetramerizationtitaniumtrimerization |
| spellingShingle | Fabian Lukas Paula A. Simon Thomas Dietel Winfried P. Kretschmer Rhett Kempe Synthesis of Branched α‐Olefins via Trimerization and Tetramerization of Ethylene Advanced Science branched α‐olefins ethylene tetramerization titanium trimerization |
| title | Synthesis of Branched α‐Olefins via Trimerization and Tetramerization of Ethylene |
| title_full | Synthesis of Branched α‐Olefins via Trimerization and Tetramerization of Ethylene |
| title_fullStr | Synthesis of Branched α‐Olefins via Trimerization and Tetramerization of Ethylene |
| title_full_unstemmed | Synthesis of Branched α‐Olefins via Trimerization and Tetramerization of Ethylene |
| title_short | Synthesis of Branched α‐Olefins via Trimerization and Tetramerization of Ethylene |
| title_sort | synthesis of branched α olefins via trimerization and tetramerization of ethylene |
| topic | branched α‐olefins ethylene tetramerization titanium trimerization |
| url | https://doi.org/10.1002/advs.202405653 |
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