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Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions

机译:在温和反应条件下半夹心铱络合物催化还原胺化的范围和限制

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The conversion of aldehydes and ketones to 1 degrees amines could be promoted by half-sandwich iridium complexes using ammonium formate as both the nitrogen and hydride source. To optimize this method for green chemical synthesis, we tested various carbonyl substrates in common polar solvents at physiological temperature (37 degrees C) and ambient pressure. We found that in methanol, excellent selectivity for the amine over alcohol/amide products could be achieved for a broad assortment of carbonyl-containing compounds. In aqueous media, selective reduction of carbonyls to 1 degrees amines was achieved in the absence of acids. Unfortunately, at Ir catalyst concentrations of <1 mM in water, reductive amination efficiency dropped significantly, which suggest that this catalytic methodology might be not suitable for aqueous applications where very low catalyst concentration is required (e.g., inside living cells). (C) 2020 Elsevier Ltd. All rights reserved.
机译:使用氨基甲酸酯作为氮气和氢化物源的半夹心铱络合物,可以通过作为氮气和氢化物源的半夹心铱络合物来促进醛和酮转化为1度胺。 为了优化这种用于绿色化学合成的方法,我们在生理温度(37℃)和环境压力下在共同的极性溶剂中测试了各种羰基底物。 我们发现,在甲醇中,可以实现醇/酰胺产物上的优异选择性,以获得含有含羰基化合物的广泛各种含羰基化合物。 在水性介质中,在不存在酸的情况下,在不存在酸中实现了羰基至1度胺的选择性降低。 遗憾的是,在水中的IR催化剂浓度为<1mm,还原胺化效率显着下降,这表明该催化方法可能不适用于所需的催化剂浓度非常低的水性应用(例如,在活细胞内)。 (c)2020 elestvier有限公司保留所有权利。

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