四氟吡啶调控重氮乙酸酯与1,4-不对称[60]富勒烯加合物的选择性环加成

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-04-21 DOI:10.1021/acs.orglett.5c00914

Sheng-Hu Yuan, Meng-Ran Li, Zheng-Chun Yin, Jun Xuan, Hongping Zhou, Fei Li

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引用次数: 0

摘要

富勒烯的选择性加成反应在产生具有多种材料和生物应用的新型纳米碳方面具有很大的前景。然而，在这一领域中，缺乏逐步实现位点选择性的策略。在这项研究中，我们发现四氟吡啶修饰的不对称1,4- c60加合物可以与重氮乙酸酯进行高度选择性的环加成。这一发现表明，利用1,4-不对称双官能团效应可以作为控制1,4-（有机）[60]富勒烯进一步反应的区域选择性的有效策略。

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Tetrafluoropyridine Regulated Site-Selective Cycloaddition of Diazoacetates with 1,4-Unsymmetrical [60]Fullerene Adducts

Site-selective multiple addition reactions of fullerenes hold great promise for generating new nanocarbons with diverse material and biological applications. However, there are a lack of strategies for achieving site selectivity in a stepwise manner within this field. In this study, we discovered that tetrafluoropyridine-modified unsymmetrical 1,4-C₆₀ adducts can undergo highly site-selective cycloadditions with diazoacetates. This finding suggests that leveraging the 1,4-unsymmetric bifunctional group effect can be an effective strategy for controlling the regioselectivity for further reactions of 1,4-(organo)[60]fullerene.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.