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铑(III)催化的非对称 2-芳基(苯)咪唑衍生物的 C-H/N-H 炔烃环化反应:光物理和机理见解。

Rhodium(III)-Catalyzed C-H/N-H Alkyne Annulation of Nonsymmetric 2-Aryl (Benz)imidazole Derivatives: Photophysical and Mechanistic Insights.

机构信息

Department of Chemistry, Institute of Exact Sciences, Federal University of Minas Gerais, Belo Horizonte, Minas Gerais 31270-901, Brazil.

Department of Physics, Institute of Exact Sciences, Federal University of Minas Gerais, Belo Horizonte, Minas Gerais 31270-901, Brazil.

出版信息

J Org Chem. 2021 Jan 1;86(1):264-278. doi: 10.1021/acs.joc.0c02054. Epub 2020 Dec 11.

DOI:10.1021/acs.joc.0c02054
PMID:33306394
Abstract

Rhodium(III) catalysis enabled C-H/N-H alkyne annulation of nonsymmetric imidazole derivatives. This study encompasses the synthesis of imidazoles from a naturally occurring quinoidal compound and their use for the preparation of rigid π-extended imidazole derivatives with outstanding fluorescence. Our study also brings to light the photophysical aspects and the mechanism of the reaction studied via computational calculations. This method provided an efficient and versatile tool for the synthesis of fluorescent compounds with a wide range of chemical and biological applications.

摘要

铑(III)催化促进非对称咪唑衍生物的 C-H/N-H 炔烃环化反应。本研究包括从天然醌式化合物合成咪唑及其用于制备具有出色荧光的刚性π-扩展咪唑衍生物。我们的研究还通过计算计算揭示了所研究反应的光物理方面和机制。该方法为合成具有广泛化学和生物应用的荧光化合物提供了一种高效、通用的工具。

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