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For a recent interesting anaerobic oxidation with C-C bond formation through an outer-sphere nucleophilic attack of indole on an (olefin)palladium complex, see: C. Liu, R. A. Widenhoefer, Chem. Eur. J. 2006, 12, 2371.
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33750470896
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note
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The acyclic starting materials 1g-h were obtained in the same way as the cyclic starting materials 1a-e from the corresponding acyclic allylic acetates.
-
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40
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33645502322
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For more information on the thermal ene reaction, see: K. Närhi, J. Franzén, J.-E. Bäckvall, J. Org. Chem. 2006, 71, 2914.
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41
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33750450630
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note
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2 atmosphere, a mixture of 2a, 6, 7, and additional unidentified by-products were formed; unfortunately the ratio between 2a, 6, and 7 could not be determined.
-
-
-
-
42
-
-
33750452787
-
-
note
-
A similar isomerization occurs in the palladium(0)-catalyzed cycloisomerization reaction of enallenes. See Ref. [18].
-
-
-
-
43
-
-
33646449394
-
-
The FePc was attached to a polystyrene resin (aminomethylated polystyrene (50-100 mesh)) through a sulfonamide group; for reviews on solid-phase reactions, see: a) B. A. Lorsbach, M. Kurth, Chem. Rev. 1999, 99, 1549;
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45
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33750457434
-
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note
-
These results are consistent with the rate-determining step being the reoxidation of the hydroquinone to its corresponding quinone.
-
-
-
-
46
-
-
0001532766
-
-
Further studies on the mechanism of the reoxidation of palladium by the quinone species are in development and will be presented in a future paper; for information about the previously described mechanism, see, for example: a) H. Grennberg, A. Gogoll, J.-E. Bäckvall, Organometallics 1993, 12, 1790;
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Grennberg, H.1
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Bäckvall, J.-E.3
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