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32
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78650975936
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See the Supporting Information for more details.
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See the Supporting Information for more details.
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33
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34250117487
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In similar reaction conditions, 8-quinolinolato rhodium complexes were reported to catalyze cyclotrimerization of phenylacetylene:, See the Supporting Information for other reactions catalyzed by 8-quinolinolato rhodium compelxes.
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In similar reaction conditions, 8-quinolinolato rhodium complexes were reported to catalyze cyclotrimerization of phenylacetylene: Shestakova, V. S., Shestakov, G. K., Yureva, L. P., Belyi, A. A., and Temkin, O. N. Russ. Chem. Bull. 1985, 34, 485-487 See the Supporting Information for other reactions catalyzed by 8-quinolinolato rhodium compelxes.
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Shestakova, V.S.1
Shestakov, G.K.2
Yureva, L.P.3
Belyi, A.A.4
Temkin, O.N.5
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34
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78650974989
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Some isolated yields are much lower than GC (NMR) yields due to their volatility and/or low stability.
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Some isolated yields are much lower than GC (NMR) yields due to their volatility and/or low stability.
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35
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78650991193
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The reaction of 1-octyne with 2a in the presence of 3 gave a small amount (3% NMR yield) of the corresponding anti-Markovnikov addition product.
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The reaction of 1-octyne with 2a in the presence of 3 gave a small amount (3% NMR yield) of the corresponding anti-Markovnikov addition product.
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36
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78650996961
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note
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The reaction of tri(isopropyl)silylacetylene with 2a afforded only a trace amount (< 10% NMR yield) of the addition product under the standard reaction conditions. Other silyl acetylenes, such as trimethylsilyl-, triethylsilyl-, triphenylsilyl-, and tert -butyldimethylsilylacetylene, were not effective as substrates.
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37
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78650985294
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Allyl and benzyl alcohol did not give the desired enol ether when used as O -nucleophiles. Acetic acid reacted under the standard reaction conditions, and the corresponding anti-Markovnikov addition product, β-styryl acetate, was produced in 28% GC yield (Z / E = 54/46).
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Allyl and benzyl alcohol did not give the desired enol ether when used as O -nucleophiles. Acetic acid reacted under the standard reaction conditions, and the corresponding anti-Markovnikov addition product, β-styryl acetate, was produced in 28% GC yield (Z / E = 54/46).
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38
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78650990845
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Mechanistic investigation by deuterium labeling experiments has been difficult due to rapid exchange of protons between MeOH and arylacetylenes.
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Mechanistic investigation by deuterium labeling experiments has been difficult due to rapid exchange of protons between MeOH and arylacetylenes.
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39
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10044272831
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Stoichiometric addition of alcohols to vinylidene complexes has been observed
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Stoichiometric addition of alcohols to vinylidene complexes has been observed: Gamasa, M. P., Gimeno, J., Martin-Vaca, B. M., Borge, J., Garcia-Granda, S., and Perez-Carreno, E. Organometallics 1994, 13, 4045-4057
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Perez-Carreno, E.6
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33751154638
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0000898956
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Grotjahn, D.B.1
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34547304103
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Grotjahn, D. B., Zeng, X., Cooksy, A., Kassel, W. S., DiPasquale, A. G., Zakharov, L. N., and Rheingold, A. L. Organometallics 2007, 26, 3385-3402
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