可见光促进的活性酯和亚硫酸盐之间通过电子供体-受体配合物的硫醚化反应。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-07-02 DOI:10.1021/acs.joc.5c00949

Xiao Xu,Qin-Hua Song

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引用次数: 0

摘要

四氯- n -羟基邻苯二胺酯（TCNHPI酯）和亚硫酸盐之间通过电子供体-受体（EDA）配合物发生可见光促进的硫醚化反应。在38种情况下，以高达85%的收率获得了一系列烷基芳基硫酯。关联常数（KEDA = 584 M-1）的测定表明EDA复合物具有很强的相互作用。该机制已被分离的副产物，自由基捕获，紫外/可见吸收和荧光光谱测量证明。该工艺为在温和条件下用无臭的亚硫酸盐合成硫化物提供了一条简便的新途径。

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Visible-Light-Promoted Thioetherification Reactions via Electron Donor-Acceptor Complexes between Active Esters and Sulfinates.

Visible-light-promoted thioetherification reactions occur via electron donor-acceptor (EDA) complexes between tetrachloro-N-hydroxyphthalimide esters (TCNHPI esters) and sulfinates. A series of alkyl aryl thioesters were obtained in yields of up to 85% across 38 cases. The measurement of association constant (KEDA = 584 M-1) shows very strong interaction in the EDA complex. The mechanism has been demonstrated by isolated byproducts, radical capture, UV/vis absorption, and fluorescence spectral measurements. The protocol provides a new facile approach for the synthesis of sulfides with odorless sulfinates in a mild condition.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.