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a = 7-8 in water) compared to the simple guanidinium analogue favors the formation of hydrogen-bound ion pairs and hence improves the binding affinity. An additional advantage of the guanidine-based system is that no additional base is required to deprotonate the substrate as in the case of neutral anion receptors, a) C. Schmuck, Coord. Chem. Rev. 2006, 250, 3053-3067;
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a = 7-8 in water) compared to the simple guanidinium analogue favors the formation of hydrogen-bound ion pairs and hence improves the binding affinity. An additional advantage of the guanidine-based system is that no additional base is required to deprotonate the substrate as in the case of neutral anion receptors, a) C. Schmuck, Coord. Chem. Rev. 2006, 250, 3053-3067;
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Using harsher conditions (80°C, 20 h, complete conversion could be also achieved for the xantphos ligand (TOF, 50 h-1 4/ 5, 15.5, although the yield (as determined by NMR spectroscopy) of aldehyde products (4, 5) drops to 90, the main byproduct is butyric acid (6, probably formed by isomerization (→α,β) and hydrogenation
-
-1 4/ 5 = 15.5), although the yield (as determined by NMR spectroscopy) of aldehyde products (4 + 5) drops to 90% (the main byproduct is butyric acid (6%), probably formed by isomerization (→α,β) and hydrogenation).
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38049081397
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2 (1:1), RT, 20 h.
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Inhibition effects of carboxylic acids on the hydroformylation of hex-1-ene has already been described, but the regioselectivity was unaffected. E. Mieczyñska, A. M. Trzeciak, J. J. Ziółkowski, J. Mol. Catal. 1993, 80, 189-200.
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Inhibition effects of carboxylic acids on the hydroformylation of hex-1-ene has already been described, but the regioselectivity was unaffected. E. Mieczyñska, A. M. Trzeciak, J. J. Ziółkowski, J. Mol. Catal. 1993, 80, 189-200.
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For regioselective hydroformylation of 2- and 3-octene using another supramolecular strategy, see
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For regioselective hydroformylation of 2- and 3-octene using another supramolecular strategy, see: M. Kuil, T. Soltner, P. W. N. M. van Leeuwen, J. N. H. Reek, J. Am. Chem. Soc. 2006, 128, 11344-11345.
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