• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>RSC Advances >Influence of the electron donor groups on the optical and electrochemical properties of borondifluoride complexes of curcuminoid derivatives: a joint theoretical and experimental study
【24h】

Influence of the electron donor groups on the optical and electrochemical properties of borondifluoride complexes of curcuminoid derivatives: a joint theoretical and experimental study

机译：电子给体基团对姜黄素衍生物的氟化硼硼配合物的光学和电化学性质的影响：联合理论和实验研究

获取原文
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

Molecules displaying a π-conjugated D–A–D structure, in which D and A are electron donor and acceptor groups, respectively, represent an important class of dyes. In this work, we present a series of borondifluoride complexes of curcuminoid derivatives in which the central dioxaborine ring acts as a strong electron acceptor unit. Compounds 1–15 differ by the nature of the terminal D groups. We have also studied unsymmetrical compounds 16–23 that contain two different terminal donor groups, as well as compounds 24–32 in which an electron acceptor or donor unit has been introduced at the meso position of the dioxaborine ring. We describe the synthesis of the dyes that have not yet been reported in the literature, and report the electrochemical, absorption and fluorescence properties of all the compounds in dichloromethane. To gain insights into the electronic structures and optical properties, we performed DFT/TD-DFT calculations for a panel of representative compounds. We established correlations between the reduction potential and the Hammett σ and σ+ constants, as well as between the redox gap and the emission wavelength. The electron donor character of one terminal D unit strongly influences (88 mV per unit of σ) the reduction potential due to the strong resonance interaction along the curcuminoid backbone. The correlation points to the smaller effect of the meso substituent (50 mV per unit of σ), which we relate to the twisted ground-state geometry of the meso aryl substituent. The correlation models established in this study may be useful to anticipate the optical and electrochemical properties of borondifluoride complexes of curcuminoids with good reliability.
机译：具有π共轭D–A–D结构的分子，其中D和A分别是电子给体和受体基团，代表了一类重要的染料。在这项工作中，我们提出了一系列姜黄素衍生物的二氟化硼配合物，其中中央的二氧杂硼啉环起着强大的电子受体单元的作用。化合物1-15的不同之处是末端D基团的性质。我们还研究了包含两个不同末端供体基团的不对称化合物16-23，以及在二氧杂硼啉环的 位置引入了电子受体或供体单元的化合物24-32 。我们描述了尚未在文献中报道的染料的合成，并报道了所有化合物在二氯甲烷中的电化学，吸收和荧光性质。为了深入了解电子结构和光学特性，我们对一组代表性化合物进行了DFT / TD-DFT计算。我们建立了还原电位与Hammett σ和σ + 常数之间以及氧化还原之间的相关性间隙和发射波长。一个末端D单元的电子给体特性由于沿姜黄素骨架的强烈共振相互作用而强烈地影响了还原电位（每单位σ为88 mV）。相关性表明 meso 取代基的影响较小（每单位σ为50 mV），这与 meso的扭曲基态几何有关芳基取代基。在这项研究中建立的相关模型可能有助于预测姜黄素类化合物的二氟化硼氟化物配合物的光学和电化学性质，并具有良好的可靠性。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号