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

IF 7.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Chemical Science Pub Date : 2024-11-14 DOI:10.1039/D4SC05657D
Ikki Kamiyoshi, Yuki Kojima, Shibo Xu, Kosuke Yasui, Yuji Nishii and Koji Hirano
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Abstract

A photo-promoted oxidative cyclization, that is, the Mallory reaction of 2,3-diarylbenzophopholes has been developed. With the 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 synthesis 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。
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来源期刊
Chemical Science
Chemical Science CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
14.40
自引率
4.80%
发文量
1352
审稿时长
2.1 months
期刊介绍: Chemical Science is a journal that encompasses various disciplines within the chemical sciences. Its scope includes publishing ground-breaking research with significant implications for its respective field, as well as appealing to a wider audience in related areas. To be considered for publication, articles must showcase innovative and original advances in their field of study and be presented in a manner that is understandable to scientists from diverse backgrounds. However, the journal generally does not publish highly specialized research.
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