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Since chalcones have been found to be useful intermediates in polyphenol syntheses, this cross-aldolization is well precedented; see for representative examples in basic medium: Wattanasin, S.; Murphy, W. S. Synthesis 1980, 647-650. In organic acidic medium: Bohlmann, F.; Paul, A. H. K. Liebigs Ann. Chem. 1984, 1382-1385.
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Since chalcones have been found to be useful intermediates in polyphenol syntheses, this cross-aldolization is well precedented; see for representative examples in basic medium: Wattanasin, S.; Murphy, W. S. Synthesis 1980, 647-650. In organic acidic medium: Bohlmann, F.; Paul, A. H. K. Liebigs Ann. Chem. 1984, 1382-1385.
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Electron-poor aryl halides oxidatively add to Pd(0) more readily than do the corresponding electron-rich aryl halides. For details on oxidative addition and on Heck reaction, see: (a) Hegedus, L. S. Transition Metals in the Synthesis of Complex Organic Molecules, 2nd ed.; University Science Books, Mill Valley, CA, 1999.
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Hegedus, L.S.1
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note
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The lower reactivity of aryl bromides is generally ascribed to their reluctance to oxidatively add to Pd(0). See also ref 13.
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27
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note
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Herrmann's catalyst 8:
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