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In addition to enhancing the reaction rate, catalysis with bulky phosphines proceeds rapidly with the 2:1 imine:acid chloride ratio, rather than the excess acid chloride employed with bipyridine ligands. While the reason for this effect is as yet unclear, we postulate that the second imine acts as a base to accelerate HCl elimination.
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It is necessary to introduce a methyl ester protecting group before nitrogen deprotection; otherwise, decarboxylation of the parent compound is observed.
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It is necessary to introduce a methyl ester protecting group before nitrogen deprotection; otherwise, decarboxylation of the parent compound is observed.
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83
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Celite filtration was performed when palladium black formed in the crude solution. If the brine wash is neglected, unidentified phosphine species contaminate the products and are very difficult to remove.
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Celite filtration was performed when palladium black formed in the crude solution. If the brine wash is neglected, unidentified phosphine species contaminate the products and are very difficult to remove.
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87
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78650874258
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3 or wet organic solvents. Decarboxylation to 4,5-dihydroimidazolinium salts is commonly observed when these precautions are not taken. Similarly, precipitation at -35 °C and collection of the precipitate should be conducted with care under a dry atmosphere as condensation of water vapor from the air can elicit the same decomposition.
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3 or wet organic solvents. Decarboxylation to 4,5-dihydroimidazolinium salts is commonly observed when these precautions are not taken. Similarly, precipitation at -35 °C and collection of the precipitate should be conducted with care under a dry atmosphere as condensation of water vapor from the air can elicit the same decomposition.
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