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首页> 外文期刊>Catalysis science & technology >Facile access to N-substituted anilines via dehydrogenative aromatization catalysis over supported gold-palladium bimetallic nanoparticles
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Facile access to N-substituted anilines via dehydrogenative aromatization catalysis over supported gold-palladium bimetallic nanoparticles

机译：容易获得n -苯胺类通过dehydrogenative芳构化催化剂在支持gold-palladium双金属纳米颗粒

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摘要

N-Substituted anilines are widely utilized important compounds, and the development of their diverse synthetic procedures is of great significance. Herein, we have successfully developed a widely applicable powerful catalytic route to N-substituted anilines. In the presence of a gold-palladium alloy nanoparticle catalyst (Au-Pd/Al2O3) and styrene, various kinds of structurally diverse N-substituted anilines (twenty three examples) could be synthesized starting from cyclohexanones and amines (including aliphatic primary and secondary amines and anilines). The catalytic performance was strongly influenced by the nature of the catalyst. A supported gold catalyst (Au/Al2O3) was completely inactive for the present transformation. Although a supported palladium catalyst (Pd/Al2O3) gave the desired N-substituted anilines to some extent, the performance was inferior to that of Au-Pd/Al2O3. The catalytic activity of the palladium species in AuPd/Al2O3 was at least ca. three times higher than that in Pd/Al2O3. Moreover, the performance of Au-Pd/Al2O3 was superior to that of a physical mixture of Au/Al2O3 and Pd/Al2O3. Thus, palladium was intrinsically effective for the present transformation (dehydrogenative aromatization) and its performance was improved by alloying with gold. The present transformation proceeds through a sequence of the dehydrative condensation of cyclohexanones and amines to produce enamines (or ketimines), followed by the dehydrogenative aromatization to produce the corresponding N-substituted anilines. In the aromatization step, styrene could act as an effective hydrogen acceptor to selectively produce the desired N-substituted anilines without catalyzing the disproportionation of the enamine intermediates. The observed catalysis using Au-Pd/Al2O3 was truly heterogeneous in nature, and Au-Pd/Al2O3 could be reused.
机译：n -苯胺类被广泛利用重要的化合物,他们的发展不同的合成过程是伟大的的意义。开发了一种广泛适用的强大的催化路线n -苯胺类。gold-palladium合金纳米颗粒的催化剂(Au-Pd /氧化铝)和苯乙烯,各种各样的结构不同的n -苯胺类(二十)三个例子可以合成从环己酮和胺(包括脂肪族初级和二级胺和苯胺类)。强烈影响的性质催化剂。完全是不活跃的礼物吗转换。(Pd /氧化铝)给所需的催化剂n -苯胺类在某种程度上,性能不如Au-Pd /氧化铝。钯的催化活性物种AuPd /氧化铝至少会于长滩举行高出三倍比Pd /氧化铝。Au-Pd /氧化铝是优于物理非盟/氧化铝和Pd /氧化铝的混合物。本质上是有效的转换(dehydrogenative芳构化)和它的性能提高了合金黄金。一个dehydrative凝结的序列环己酮和胺烯胺(或酮亚胺),其次是dehydrogenative芳构化生产相应的n -苯胺类。一步,苯乙烯可以作为一种有效的氢受体选择性地生成所需的没有催化的n -苯胺类烯胺中间体的歧化。观察到的催化使用Au-Pd /氧化铝真正的非均匀自然,Au-Pd /氧化铝可以重用。

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