One-pot synthesis of secondary amines from aldehydes and primary amines over trifunctional Au-TiO2 as a water adsorbent, acid catalyst and photocatalyst without the use of hydrogen gas

One-pot synthesis of secondary amines from aldehydes and primary amines over trifunctional Au-TiO2 as a water adsorbent, acid catalyst and photocatalyst without the use of hydrogen gas
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不使用氢气,以三官能 Au-TiO2 作为水吸附剂、酸催化剂和光催化剂,由醛和伯胺一锅法合成仲胺

DOI:
10.1016/j.apcata.2023.119156
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发表时间:
2023
期刊:
Applied Catalysis A: General
影响因子:
--
通讯作者:
Kominami Hiroshi
Kominami Hiroshi
中科院分区:
--
文献类型:
--
作者:
Fudo Eri;Kiyota Yusuke;Osawa Ryuto;Tanaka Atsuhiro;Kominami Hiroshi

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我们成功地在不使用氢气的情况下,在金(Au)助催化剂(Au-TiO2)的氧化钛(IV)上,由苯甲醛(BAD)和苯胺(AN)一锅合成N-苯基苄胺(PBA)。该过程由两个步骤组成:1) AN 和 BAD 缩合形成亚苄基苯胺 (BAN) 和水,该步骤是热反应并导致达到平衡,2) 通过醇的氢转移反应将 BAN 光催化氢化为 PBA。各种条件下的反应表明,TiO2在缩合过程中表现出作为酸催化剂和水吸附剂的双功能。在本研究检查的助催化剂中,Au 在 PBA 生产中表现出最高的性能。对含有Au-TiO2的平衡体系进行光照射,生成PBA,收率约为92%。我们发现具有金(Au)助催化剂的TiO2(Au-TiO2)可作为三功能催化材料,即第一步的酸催化剂和水吸附剂以及第二步的光催化剂。考察了该反应体系在卤代PBA生产和醇选择中的可扩展性。
We succeeded in one-pot synthesis ofN-phenylbenzylamine (PBA) from benzaldehyde (BAD) and aniline (AN) over titanium(IV) oxide having a gold (Au) cocatalyst (Au-TiO2) without the use of hydrogen gas. This process consists of two steps: 1) formation of benzylideneaniline (BAN) and water by condensation of AN and BAD, a step that is a thermal reaction and results in an equilibrium being reached, and 2) photocatalytic hydrogenation of BAN to PBA through a hydrogen transfer reaction from alcohol. Reactions under various conditions revealed that TiO2showed bifunctionality in the condensation process as an acid catalyst and an adsorbent of water. Among the cocatalysts examined in this study, Au showed the highest performance for PBA production. Photoirradiation to the system in equilibrium containing Au-TiO2produced PBA in a yield of about 92%. We found that TiO2having a gold (Au) cocatalyst (Au-TiO2) works as a trifunctional catalytic material, i.e., an acid catalyst and water adsorbent for the first step and a photocatalyst for the second step. Expandability of this reaction system in production of halogen-substituted PBA and selection of alcohol was investigated.
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发表时间: 2020-09
影响因子: 7.3
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