Core-substituted naphthalenediimides
Core-substituted naphthalenediimides
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DOI：
10.1039/c0cc00078g
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发表时间：
2010-01-01
影响因子：
4.9
通讯作者：
Matile, Stefan
中科院分区：
文献类型：
--
作者：
Sakai, Naomi;Mareda, Jiri;Matile, Stefan
这篇专题文章以全面而又易于阅读的方式综述了核取代萘二酰亚胺的研究。它们的合成，电化学和光谱学首先覆盖与重点的cNDI与电子给取代基的吸收和荧光在所有颜色没有全局结构变化和cNDI与吸电子取代基达到前所未有的程度的π-酸性的能力。超分子化学部分涵盖了面对面的π堆叠和外围氢键，分子识别从pH和氟化物传感器移动到体内与端粒DNA的结合以及插入π堆叠和粘性镊子。cNDIs可以通过功能性阴离子-π相互作用识别和转运阴离子。关于电子传输的部分将cNDI描述为具有高电荷迁移率的空气稳定的n-半导体，并用作OFDI。通过彩虹cNDIs的光诱导电子传递已用于在溶液中、在双层膜中和在固体基底上创建人工光系统。实例包括可吸收光收集架构、有机太阳能电池、可打开进入离子通道的光系统以及具有反平行氧化还原梯度的超分子n/p异质结。该评论是高度跨学科的，但应该呼吁最有机，生物超分子和物理化学家。
This feature article reviews research of core-substituted naphthalenediimides (cNDIs) in a comprehensive yet easily readable manner. Their synthesis, electrochemistry and spectroscopy are covered first with emphasis on the ability of cNDIs with electron donating substituents to absorb and fluoresce in all colors without global structural changes and cNDIs with electron withdrawing substituents to reach unprecedented extents of pi-acidity. The section on supramolecular chemistry covers face-to-face pi-stacks and peripheral hydrogen bonds, that on molecular recognition moves from pH and fluoride sensors to the binding to telomeric DNA in vivo and intercalation into pi-stacks and sticky tweezers. cNDIs can recognize and transport anions by functional anion-pi interactions. The section on electron transport describes cNDIs as air-stable n-semiconductors with high charge mobility and use as OFETs. Photoinduced electron transport by rainbow cNDIs has been used for the creation of artificial photosystems in solution, in bilayer membranes and on solid substrates. Examples include multicolor light harvesting architectures, organic solar cells, photosystems that can open up into ion channels, and supramolecular n/p-heterojunctions with antiparallel redox gradients. The review is highly interdisciplinary but should appeal most to organic, biosupramolecular and physical chemists.