Construction of perylene diimide supramolecular polymers: Study of photocatalytic reduction conversion from sulfoxide to thioether

IF 4.9 2区 化学 Q2 CHEMISTRY, PHYSICAL Molecular Catalysis Pub Date : 2025-03-23 DOI:10.1016/j.mcat.2025.115041
Yu-Song Bi , Cheng-Long Xin , Rong-Zhen Zhang , Hui Liu , Ling-Bao Xing
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Abstract

Exploring the redox window of current photoredox catalysis is a continuous task due to the intrinsic constraints of the technology. In this study, we present a novel supramolecular polymer PDI-CB[8] composed of perylene diimide derivative (PDI) and cucurbit[8]uril (CB[8]) through host-guest interactions, which can stabilize the excited states of PDI* and PDI radical anions (PDI•−), resulting in a highly reducing photocatalytic unit PDI-CB[8]•−* that can efficiently reduce inert sulfoxide to thioether by direct reduction. The supramolecular polymer approach successfully addresses the conventional energy limitations in photoredox catalysis. By exploiting higher-energy excitated illumination of PDI-CB[8], the efficient reduction of unactivated SO double bonds on various substrates was achieved, demonstrating the adaptable usefulness of this method in synthetic chemistry applications.

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苝二亚胺超分子聚合物的构建:亚砜光催化还原转化为硫醚的研究
由于技术的内在限制,探索当前光氧化还原催化的氧化还原窗口是一项持续的任务。在本研究中,我们提出了一种新型的超分子聚合物PDI-CB[8],该聚合物由苝二酰亚胺衍生物(PDI)和cucbit [8]uril (CB[8])通过主客体相互作用组成,可以稳定PDI*和PDI自由基阴离子(PDI•−)的激发态,从而形成一个高还原性的光催化单元PDI-CB[8]•−*,可以通过直接还原有效地将惰性亚砜还原为硫醚。超分子聚合物方法成功地解决了传统的光氧化还原催化能量限制。通过利用PDI-CB[8]的高能激发照明,实现了各种底物上未活化的SO双键的有效还原,证明了该方法在合成化学应用中的适应性和实用性。
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来源期刊
Molecular Catalysis
Molecular Catalysis Chemical Engineering-Process Chemistry and Technology
CiteScore
6.90
自引率
10.90%
发文量
700
审稿时长
40 days
期刊介绍: Molecular Catalysis publishes full papers that are original, rigorous, and scholarly contributions examining the molecular and atomic aspects of catalytic activation and reaction mechanisms. The fields covered are: Heterogeneous catalysis including immobilized molecular catalysts Homogeneous catalysis including organocatalysis, organometallic catalysis and biocatalysis Photo- and electrochemistry Theoretical aspects of catalysis analyzed by computational methods
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