Journal of the American Chemical Society p. 16630 - 16631 (2009)
Update date:2022-08-03
Topics: Yield Catalyst Metathesis Isomerization Product Homocoupling Reactant
Jiang, Annie J.
Zhao, Yu
Schrock, Richard R.
Hoveyda, Amir H.
(Chemical Equation Presented) Mo and W MonoAryloxide-Pyrrolide (MAP) olefin metathesis catalysts can couple terminal olefins to give as high as >98% Z-products in moderate to high yields with as little as 0.2% catalyst. Results are reported for 1-hexene, 1-octene, allylbenzene, allyltrimethylsilane, methyl-10-undecenoate, methyl-9-decenoate, allylB(pinacolate), allylOBenzyl, allylNHTosyl, and allylNHPh. It is proposed that high Z-selectivity is achieved because a large aryloxide only allows metallacyclobutanes to form that contain adjacent cis substituents and because isomerization of Z-product to E-product can be slow in that same steric environment.
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Doi:10.1246/bcsj.60.2899
(1987)Doi:10.1002/hlca.19500330666
(1950)Doi:10.1246/bcsj.46.209
(1973)Doi:10.1002/hlca.19540370512
(1954)Doi:10.1039/P19730000603
(1973)Doi:10.1021/ja01525a058
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