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阳离子型π-扩展杂芳烃:一种催化C-H活化环化炔烃插入序列。

Cationic π-extended heteroaromatics a catalytic C-H activation annulative alkyne-insertion sequence.

作者信息

Karak Pirudhan, Rana Samim Sohel, Choudhury Joyanta

机构信息

Organometallics & Smart Materials Laboratory, Department of Chemistry, Indian Institute of Science Education and Research (IISER) Bhopal, Bhopal 462 066, India.

出版信息

Chem Commun (Camb). 2021 Dec 23;58(2):133-154. doi: 10.1039/d1cc05590a.

DOI:10.1039/d1cc05590a
PMID:34849515
Abstract

Cationic π-conjugated organic molecules have broad applications in materials science as next-generation organic materials. The annulative alkyne-insertion π-extension (AAIPEX) strategy has emerged as a promising synthetic approach for the rapid synthesis of cationic polycyclic heteroaromatic compounds (cPHACs) in a single step. The AAIPEX reaction provides a synthetic shortcut to achieve complex organic molecules from simple (hetero)arene templates and alkynes as π-extending partners, which would otherwise be difficult to achieve using traditional methods. In general, a step-economic AAIPEX protocol proceeds C-H activation of unfunctionalized heteroarene templates, followed by alkyne insertion-annulation to furnish cPHACs. In this Feature Article, recent progress in the AAIPEX strategy to construct cPHACs is described along with brief illustrations of the resulting cPHACs in luminescence-related applications.

摘要

阳离子π共轭有机分子作为下一代有机材料在材料科学中具有广泛应用。累积炔烃插入π扩展(AAIPEX)策略已成为一种有前景的合成方法,可一步快速合成阳离子多环杂芳族化合物(cPHACs)。AAIPEX反应提供了一条合成捷径,能够从简单(杂)芳烃模板和炔烃作为π扩展伙伴来实现复杂有机分子,而使用传统方法很难做到这一点。一般来说,一个步骤经济的AAIPEX方案是先对未官能化的杂芳烃模板进行C-H活化,然后进行炔烃插入环化以得到cPHACs。在这篇专题文章中,描述了构建cPHACs的AAIPEX策略的最新进展,并简要举例说明了所得cPHACs在发光相关应用中的情况。

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