Synthesis of highly condensed phospholes by Lewis acid-assisted dehydrogenative Mallory reaction under visible light irradiation

IF 4.4 2区化学 Q2 MATERIALS SCIENCE, MULTIDISCIPLINARY

ACS Applied Polymer Materials Pub Date : 2024-11-14 DOI:10.1039/d4sc05657d

Ikki Kamiyoshi, Yuki Kojima, Shibo Xu, Kosuke Yasui, Yuji Nishii, Koji Hirano

引用次数: 0

Abstract

A photo-promoted oxidative cyclization, that is, Mallory reaction of 2,3-diarylbenzophopholes has been developed. With an assistance of Bi(OTf)3 Lewis acid, the reaction proceeds smoothly under visible light irradiation even without any external oxidants. The newly developed dehydrogenative conditions are compatible with various functional groups and substitution patterns, which enables the streamlined syntheis of highly condensed dibenzophosphole derivatives of potent interest in material chemistry. Moreover, experimental and computational studies unveil the detailed reaction mechanism. The preliminary optoelectronic properties of some newly synthesized compounds are also demonstrated.

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在可见光照射下通过路易斯酸辅助的脱氢马洛里反应合成高缩合磷酸盐

我们开发了一种光促进的氧化环化反应，即 2,3-二芳基苯并opholes 的马洛里反应。在 Bi(OTf)3 路易斯酸的帮助下，即使没有任何外部氧化剂，反应也能在可见光照射下顺利进行。新开发的脱氢条件与各种官能团和取代模式兼容，从而简化了高缩合二苯并膦唑衍生物的合成过程，在材料化学领域具有重要意义。此外，实验和计算研究还揭示了详细的反应机理。一些新合成化合物的初步光电特性也得到了证实。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

ACS Applied Polymer Materials Multiple-

CiteScore

7.20

自引率

6.00%

发文量

810

期刊介绍： ACS Applied Polymer Materials is an interdisciplinary journal publishing original research covering all aspects of engineering, chemistry, physics, and biology relevant to applications of polymers. The journal is devoted to reports of new and original experimental and theoretical research of an applied nature that integrates fundamental knowledge in the areas of materials, engineering, physics, bioscience, polymer science and chemistry into important polymer applications. The journal is specifically interested in work that addresses relationships among structure, processing, morphology, chemistry, properties, and function as well as work that provide insights into mechanisms critical to the performance of the polymer for applications.