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在可见光照射下,使用负载于TiO纳米颗粒上的Cu-g-CN-亚胺通过光催化串联反应合成双(吲哚基)甲烷的方法

Photocatalytic Tandem Protocol for the Synthesis of Bis(indolyl)methanes using Cu-g-CN-Imine Decorated on TiO Nanoparticles under Visible Light Irradiation.

作者信息

Ghanbari Kudeyani Maryam, Jafarpour Maasoumeh, Pourmorteza Narges, Rezaeifard Abdolreza

机构信息

Catalysis Research Laboratory, Department of Chemistry, Faculty of Science, University of Birjand, Birjand 97179-414, Iran.

出版信息

ACS Omega. 2024 Jul 11;9(29):31344-31352. doi: 10.1021/acsomega.3c09007. eCollection 2024 Jul 23.

Abstract

In this article, the visible-light-assisted photocatalytic activity of TiO nanoparticles functionalized with Cu(II) g-CN-imine was exploited for aerobic oxidation of alcohols to aldehydes followed by condensation with indoles in the presence of 2,2,6,6-tetramethylpiperidinyloxy to present a one-pot tandem strategy for the synthesis of bis(indolyl)methanes (BIMs) under solvent-free conditions. The synergistic effect between the components to improve the photocatalytic activity of the as-prepared Cu-g-CN-imine/TiO nanoparticles resulting from electron-hole separation was approved by PL spectroscopy. Moreover, action spectra showed a light-dependent photocatalysis with effective visible-light responsivity of the photocatalyst. The present method includes different aspects of green chemistry: one-pot tandem synthesis of a variety of BIMs using alcohols that are less toxic, more available, more economical, and more stable than aldehydes; removing the byproducts resulting from overoxidation of alcohols and polymerization of aldehydes and indoles; the use of air as a safe oxidant; visible light as a safe energy source; and solvent-free conditions. A reusability test demonstrated that the catalyst retained its efficiency even after five runs.

摘要

在本文中,利用用Cu(II) g-CN-亚胺功能化的TiO纳米颗粒的可见光辅助光催化活性,在2,2,6,6-四甲基哌啶氮氧化物存在下,将醇有氧氧化为醛,然后与吲哚缩合,提出了一种在无溶剂条件下合成双(吲哚基)甲烷(BIMs)的一锅串联策略。通过PL光谱证实了各组分之间的协同效应可提高所制备的Cu-g-CN-亚胺/TiO纳米颗粒的光催化活性,这是由电子-空穴分离引起的。此外,作用光谱显示了光催化剂具有有效的可见光响应性的光依赖光催化作用。本方法包括绿色化学的不同方面:使用比醛毒性更小、更易获得、更经济且更稳定的醇一锅串联合成多种BIMs;去除醇过度氧化以及醛和吲哚聚合产生的副产物;使用空气作为安全氧化剂;可见光作为安全能源;以及无溶剂条件。可重复使用性测试表明,该催化剂即使在五次循环后仍保持其效率。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3a41/11270717/f9c0db82b8cb/ao3c09007_0005.jpg

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