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Evaluation of Several Molybdenum and Ruthenium Catalysts for the Metathesis Homocoupling of 3-Methyl-1-Butene

Author(s)
Sues, Peter V. E.; Bukhryakov, Konstantin; Schrock, Richard Royce
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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
Date issued
2017-10
URI
http://hdl.handle.net/1721.1/114440
Department
Massachusetts Institute of Technology. Department of Chemistry
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
ISSN
0018019X
1522-2675

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