Chinese Journal of Organic Chemistry >
Triphenylamine-Based Ordered Mesoporous Polymer as a Metal-Free Photocatalyst for Oxidation of Thiols to Disulfide
Received date: 2023-08-07
Revised date: 2023-09-27
Online published: 2023-10-26
Supported by
National Natural Science Foundation of China(22071092); Science and Technology Major Program of Gansu Province(22ZD6FA006); Natural Science Foundation of Gansu Province(23JRRA1044)
Disulfides are widely present in biologically active natural products and pharmaceuticals, and they also have a wide range of applications in life sciences. The visible light-induced oxidative coupling of two thiols is one of the most efficient, atomically economical and green method for the preparation of symmetric disulfides. However, the photocatalysts used in these reactions (metal complexes, small organic molecules and inorganic semiconductors, etc.) are facing problems such as expensive, poor photostability, limited visible-light absorption and photocorrosion. Thus, it is still highly desirable to develop efficient heterogeneous photocatalysts that are free of precious metals, inexpensive, stable and recyclable, to decrease the processing costs in large-scale synthesis. Herein, a triphenylamine-based ordered mesoporous polymers (TPA-MPs) as a metal-free photocatalyst for oxidation of thiols to disulfide was reported. This protocol provides a facile means for the rapid synthesis of a series of disulfides at room temperature under air atmosphere. TPA-MPs can be easily recovered with good retention of photocatalytic activity and reused at least six times. This approach is operationally simple, mild, green, and scalable, providing a facile and efficient access to disulfides.
Jiyu Liu , Shengyu Li , Kuan Chen , Yin Zhu , Yuan Zhang . Triphenylamine-Based Ordered Mesoporous Polymer as a Metal-Free Photocatalyst for Oxidation of Thiols to Disulfide[J]. Chinese Journal of Organic Chemistry, 2024 , 44(2) : 605 -612 . DOI: 10.6023/cjoc202308006
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