Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene
We synthesized Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(TPPO)(PPhMe[subscript 2])Cl (TPPO = 2,3,5,6‐tetraphenylphenoxide), Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(TTBTO)(PPhMe[subscript 2])Cl (TTBTO = 2,6‐di(3′,5′‐di‐tert‐butylphenyl)phenoxide), and Mo(NC[subscript 6]F...
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| Format: | Article |
| Language: | en_US |
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Wiley Blackwell
2018
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| Online Access: | http://hdl.handle.net/1721.1/114440 https://orcid.org/0000-0002-3975-119X https://orcid.org/0000-0001-5827-3552 |
| _version_ | 1826193439884050432 |
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| author | Sues, Peter V. E. Bukhryakov, Konstantin Schrock, Richard Royce |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Sues, Peter V. E. Bukhryakov, Konstantin Schrock, Richard Royce |
| author_sort | Sues, Peter V. E. |
| collection | MIT |
| description | We synthesized Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(TPPO)(PPhMe[subscript 2])Cl (TPPO = 2,3,5,6‐tetraphenylphenoxide), Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(TTBTO)(PPhMe[subscript 2])Cl (TTBTO = 2,6‐di(3′,5′‐di‐tert‐butylphenyl)phenoxide), and Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(TPPO)(PPhMe[subscript 2])(CF[subscript 3]Pyr) (CF[subscript 3]Pyr = 3,4‐bistrifluoromethylpyrrolide), in order to evaluate them as catalysts for the homocoupling of 3‐methyl‐1‐butene. They were compared with Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(HMTO)(PPhMe[subscript 2])Cl (HMTO = 2,6‐dimesitylphenoxide), Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(HIPTO)(PPhMe[subscript 2])Cl (HIPTO = 2,6‐di(2′,4′,6′‐triisopropylphenyl)phenoxide), and several other Mo and Ru catalysts. In the best cases turnover numbers (TONs) of 400 – 700 were observed for the homocoupling of 3‐methyl‐1‐butene in a closed vessel (ethylene not removed). Keywords: Olefin metathesis, Homocoupling, Molybdenum, Ruthenium, 3‐Methyl‐1‐butene |
| first_indexed | 2024-09-23T09:39:16Z |
| format | Article |
| id | mit-1721.1/114440 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T09:39:16Z |
| publishDate | 2018 |
| publisher | Wiley Blackwell |
| record_format | dspace |
| spelling | mit-1721.1/1144402019-05-17T08:51:49Z Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene Sues, Peter V. E. Bukhryakov, Konstantin Schrock, Richard Royce Massachusetts Institute of Technology. Department of Chemistry Schrock, Richard Royce Sues, Peter V. E. Bukhryakov, Konstantin Schrock, Richard Royce We synthesized Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(TPPO)(PPhMe[subscript 2])Cl (TPPO = 2,3,5,6‐tetraphenylphenoxide), Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(TTBTO)(PPhMe[subscript 2])Cl (TTBTO = 2,6‐di(3′,5′‐di‐tert‐butylphenyl)phenoxide), and Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(TPPO)(PPhMe[subscript 2])(CF[subscript 3]Pyr) (CF[subscript 3]Pyr = 3,4‐bistrifluoromethylpyrrolide), in order to evaluate them as catalysts for the homocoupling of 3‐methyl‐1‐butene. They were compared with Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(HMTO)(PPhMe[subscript 2])Cl (HMTO = 2,6‐dimesitylphenoxide), Mo(NC[subscript 6]F[subscript 5])(CHCMe[subscript 2]Ph)(HIPTO)(PPhMe[subscript 2])Cl (HIPTO = 2,6‐di(2′,4′,6′‐triisopropylphenyl)phenoxide), and several other Mo and Ru catalysts. In the best cases turnover numbers (TONs) of 400 – 700 were observed for the homocoupling of 3‐methyl‐1‐butene in a closed vessel (ethylene not removed). Keywords: Olefin metathesis, Homocoupling, Molybdenum, Ruthenium, 3‐Methyl‐1‐butene National Science Foundation (U.S.) National Science Foundation (U.S.). Center for Chemical Innovation (CCI Center for Enabling New Technologies through Catalysis. Grant CHE‐1205189) 2018-03-29T15:07:41Z 2018-03-29T15:07:41Z 2017-10 2017-08 Article http://purl.org/eprint/type/JournalArticle 0018019X 1522-2675 http://hdl.handle.net/1721.1/114440 Sues, Peter E., et al. “Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene.” Helvetica Chimica Acta, vol. 100, no. 10, Oct. 2017, p. e1700181. OPEN_ACCESS_POLICY https://orcid.org/0000-0002-3975-119X https://orcid.org/0000-0001-5827-3552 en_US http://dx.doi.org/10.1002/hlca.201700181 Helvetica Chimica Acta Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/octet-stream Wiley Blackwell Prof. Schrock via Erja Kajosalo |
| spellingShingle | Sues, Peter V. E. Bukhryakov, Konstantin Schrock, Richard Royce Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene |
| title | Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene |
| title_full | Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene |
| title_fullStr | Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene |
| title_full_unstemmed | Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene |
| title_short | Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene |
| title_sort | evaluation of several molybdenum and ruthenium catalysts for the metathesis homocoupling of 3 methyl 1 butene |
| url | http://hdl.handle.net/1721.1/114440 https://orcid.org/0000-0002-3975-119X https://orcid.org/0000-0001-5827-3552 |
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