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缺电子碗状多环芳香二酰亚胺的合成、晶体结构、光学和氧化还原性质。

Electron-Poor Bowl-Shaped Polycyclic Aromatic Dicarboximides: Synthesis, Crystal Structures, and Optical and Redox Properties.

机构信息

Institut für Organische Chemie, Universität Würzburg , Am Hubland, 97074 Würzburg, Germany.

Center for Nanosystems Chemistry (CNC), Universität Würzburg , Theodor-Boveri-Weg, 97074 Würzburg, Germany.

出版信息

Org Lett. 2017 Oct 6;19(19):5328-5331. doi: 10.1021/acs.orglett.7b02618. Epub 2017 Sep 13.

DOI:10.1021/acs.orglett.7b02618
PMID:28901772
Abstract

Two new bowl-shaped polycyclic aromatic hydrocarbons, based on corannulene and naphthalene dicarboximide, are synthesized by an improved Suzuki-Miyaura cross-coupling and C-H arylation cascade reaction. Crystallographic analyses confirm structural assignments and provide insight into molecular interactions in the solid state. The new bowl-shaped molecules show reversible oxidation and reduction, intense visible range absorption, and high fluorescence quantum yields. These molecules can be considered bowl-shaped congeners of planar perylene dicarboximides.

摘要

两种新型碗状多环芳烃,基于corannulene 和萘二酰亚胺,通过改进的 Suzuki-Miyaura 交叉偶联和 C-H 芳基化级联反应合成。晶体结构分析证实了结构分配,并提供了对固态分子相互作用的深入了解。新型碗状分子表现出可逆氧化还原、强烈的可见光吸收和高荧光量子产率。这些分子可以被认为是平面苝二酰亚胺的碗状同系物。

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