Condensation of pyrylium salts with mixed anhydrides: aryl ethers, aryl amines and sterically congested aromatics,Organic Chemistry Frontiers

当前位置： X-MOL 学术 › Org. Chem. Front. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Condensation of pyrylium salts with mixed anhydrides: aryl ethers, aryl amines and sterically congested aromatics
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2021-11-02 , DOI: 10.1039/d1qo01419f
Daniel Grabowski ₁ , Susanne Alef ₁ , Steven Becker ₁ , Ute Müller ₁ , Gregor Schnakenburg ₂ , Sigurd Höger ₁

Affiliation

The condensation of easily accessible and widely functionalizable 2,4,6-triaryl pyrylium salts with mixed anhydrides, formed in situ from α-functionalized sodium acetates and an anhydride solvent, leads in good yields to the corresponding 2,4,6-triaryl benzenes functionalized at their 1-position. 4-(Trifluoromethyl)benzoic anhydride has been proven as being the solvent of choice and ortho-disubstituted diphenyl ethers, triphenyl amines and phenyl carbazoles with different functionalizations are synthesized. In addition, sterically hindered anthracene diacetate is condensed with two bis-bromophenyl pyrylium salts which leads after intramolecular Yamamoto coupling to bicyclophanes. In these, the anthracene core is surrounded by phenylenes and protected from photooxidation, leading to a highly stable blue emitting material.

中文翻译：

吡啶鎓盐与混合酸酐的缩合：芳醚、芳胺和空间拥挤的芳烃

易于获得且可广泛官能化的 2,4,6-三芳基吡咯鎓盐与混合酸酐的缩合，由α-官能化的乙酸钠和酸酐溶剂原位形成，以良好的产率得到相应的 2,4,6-三芳基苯在它们的 1 位功能化。4-（三氟甲基）苯甲酸酐已被证实为是选择的溶剂邻合成了具有不同官能化的二取代二苯醚、三苯胺和苯基咔唑。此外，空间位阻蒽二乙酸酯与两种双溴苯基吡喃盐缩合，在分子内 Yamamoto 偶联后导致双环芳烃。在这些中，蒽核被亚苯基包围并防止光氧化，从而产生高度稳定的蓝色发光材料。

更新日期：2021-12-01

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11