含两个四配位硼原子的近红外重氮大麻素骨架的顺式和反式。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-10-02 DOI:10.1021/acs.orglett.5c03578

Lingjuan Chen,Jiaqi Dong,Xueguang Liu,Cheng Tao,Deng-Tao Yang

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引用次数: 0

摘要

通过硼化和Scholl反应合成了含两个重氮脲的顺式- bn2h和只含一个重氮脲的反式- bn2h1 π共轭骨架。两个四配位硼原子上取代基的顺式和反式构型可通过调节反应溶剂、温度和浓度来控制。这两种分子在722 nm的可见-近红外区域都表现出广泛的吸收。重氮草甲素核增强了电子离域和σ-π超共轭，使HOMO能量增加，光学带隙减小。

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cis and trans Forms of Near-Infrared Diazaborepin Frameworks with Two Tetracoordinate Boron Atoms.

π-Conjugated frameworks cis-BN2h with two diazaborepin moieties and trans-BN2h1 with only one diazaborepin moiety were synthesized via borylation followed by the Scholl reaction. The cis and trans configurations of the substituent on two tetracoordinate boron atoms were controlled by adjusting the reaction solvent, temperature, and concentration. Both molecules exhibit broad absorption across the visible-near-infrared region up to 722 nm. The diazaborepin core is found to enhance electron delocalization and σ-π hyperconjugation, which increase the HOMO energy with a smaller optical bandgap.

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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.