通过无催化剂SNAr策略的双环bodipy -亚单氮卟啉杂合体：具有广泛NIR-II吸收的局部芳香性和全局抗芳香性共存

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-14 DOI:10.1021/acs.orglett.6c03941

Yingjian Shang,Zhongxin Li,Haolin He,Wenxin Gu,Sihan Zheng,Huiquan Zuo,Yaxiong Wei,Erhong Hao,Lijuan Jiao

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引用次数: 0

摘要

摘要采用无催化剂SNAr策略高效构建了一系列双环bodipy -亚单氮卟啉杂合体，具有良好的化学稳定性。这些杂化物具有独特的局域14π芳香性和全局28π反芳香性共存的特性，经核磁共振波谱和理论计算得到了明确的证实。此外，它们在300-1400 nm范围内具有明显的紫外-可见-近红外吸收（NIR- ii）和丰富的氧化还原性能，从而为设计具有可调芳香性的新型卟啉类化合物作为稳定的近红外功能材料提供了有效的策略。

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Bicyclic BODIPY-Submonoazaporphyrin Hybrids via a Catalyst-Free SNAr Strategy: Coexisting Local Aromaticity and Global Antiaromaticity with Broad NIR-II Absorption

Abstract A series of bicyclic BODIPY-submonoazaporphyrin hybrids were efficiently constructed via a catalyst-free SNAr strategy, exhibiting excellent chemical stability. These hybrids exhibit a unique coexistence of local 14π aromaticity and global 28π antiaromaticity, which was unambiguously verified by NMR spectroscopy and theoretical calculations. Moreover, they show remarkably broad UV–vis–NIR absorption spanning the range of 300–1400 nm (NIR-II) and rich redox properties, thereby providing an effective strategy for designing novel porphyrinoids with tunable aromaticity as stable NIR functional materials.

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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.