Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene
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201700181.docx
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Author(s)
Sues, Peter V. E.
Bukhryakov, Konstantin
Schrock, Richard Royce
Date Issued
October 2017
Journal
Helvetica Chimica Acta
Publisher
Wiley Blackwell
Citation
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.
Version
Author's final manuscript
Abstract
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
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1002/hlca.201700181
