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10144233388
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note
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The 2,2-dimethyldecanoyl group in 4b is used as a stable, solubilizing group which is compatible with ortho-metallation due to the absence of protons α to the carbonyl group.
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32
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33751386638
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36
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33751554191
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For discussions concerning the accelerating effect of copper halides on the Stille coupling, see: (a) Liebeskind, L. S.; Fengl, R. W. J. Org. Chem. 1990, 55, 5359. (b) Sáa, J. M.; Martorell, G. J. Org. Chem. 1993, 58, 1963. (c) Farina, V.; Kapidia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905. (d) Echavarren, A. M.; Tamayo, N.; Cárdenas, D. J. J. Org. Chem. 1994, 59, 6075.
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Liebeskind, L.S.1
Fengl, R.W.2
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37
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0000557056
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For discussions concerning the accelerating effect of copper halides on the Stille coupling, see: (a) Liebeskind, L. S.; Fengl, R. W. J. Org. Chem. 1990, 55, 5359. (b) Sáa, J. M.; Martorell, G. J. Org. Chem. 1993, 58, 1963. (c) Farina, V.; Kapidia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905. (d) Echavarren, A. M.; Tamayo, N.; Cárdenas, D. J. J. Org. Chem. 1994, 59, 6075.
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Sáa, J.M.1
Martorell, G.2
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38
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0000340061
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For discussions concerning the accelerating effect of copper halides on the Stille coupling, see: (a) Liebeskind, L. S.; Fengl, R. W. J. Org. Chem. 1990, 55, 5359. (b) Sáa, J. M.; Martorell, G. J. Org. Chem. 1993, 58, 1963. (c) Farina, V.; Kapidia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905. (d) Echavarren, A. M.; Tamayo, N.; Cárdenas, D. J. J. Org. Chem. 1994, 59, 6075.
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-
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Farina, V.1
Kapidia, S.2
Krishnan, B.3
Wang, C.4
Liebeskind, L.S.5
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39
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0028135070
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For discussions concerning the accelerating effect of copper halides on the Stille coupling, see: (a) Liebeskind, L. S.; Fengl, R. W. J. Org. Chem. 1990, 55, 5359. (b) Sáa, J. M.; Martorell, G. J. Org. Chem. 1993, 58, 1963. (c) Farina, V.; Kapidia, S.; Krishnan, B.; Wang, C.; Liebeskind, L. S. J. Org. Chem. 1994, 59, 5905. (d) Echavarren, A. M.; Tamayo, N.; Cárdenas, D. J. J. Org. Chem. 1994, 59, 6075.
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Echavarren, A.M.1
Tamayo, N.2
Cárdenas, D.J.3
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40
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10144221260
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note
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max = 508 nm.
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41
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10144252370
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note
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13C-NMR (CDCl3, 100 MHz) δ 153.4; 153.2; 151.4; 150.0; 141.7; 140.9; 138.8; 133.5; 131.1; 128.8; 124.2; 122.6; 122.2; 121.1; 120.8; 80.4; 30.9; 28.4.
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-
-
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42
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10144225560
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-
note
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3; PDI = 1.2.
-
-
-
-
43
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10144234735
-
-
note
-
In oligomer 5b this band moves from 362 nm to a position which is obscured by a strong absorption at 300 nm.
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