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首页> 外文期刊>RSC Advances >Synergistic effect of donors on tetracyanobutadine (TCBD) substituted ferrocenyl pyrenes
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Synergistic effect of donors on tetracyanobutadine (TCBD) substituted ferrocenyl pyrenes

机译：供体对四环丁丁丁胺（TCBD）取代的铁茂酮蛋白的协同作用

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摘要

A set of ferrocenyl substituted pyrenes 2 and 3a-3c were designed and synthesized by the Pd-catalyzed Suzuki and Sonogashira cross-coupling reactions. The [2+2] cycloaddition-retroelectrocyclization reaction of ferrocenyl substituted pyrenes 3a and 3b with tetracyanoethylene (TCNE), resulted in tetracyanobutadine (TCBD) derivatives 4a, and 4b respectively. The synergistic effects of two donors (ferrocene and pyrene) and a TCBD acceptor on their photonic properties, energy levels and donor-acceptor interactions are evaluated. The photophysical and electrochemical properties of 2 and 3a-3c were compared with 4a and 4b. The ferrocenyl substituted pyrene 4b exhibits a strong charge transfer band from pyrene to TCBD and a weak charge transfer band from ferrocene to TCBD, whereas 4a exhibits two strong charge transfer bands, one from ferrocene to TCBD and another from pyrene to TCBD. The characteristic emission pattern of ferrocenyl substituted pyrenes 2, 3a-c, 4a and 4b indicates the emission from the pyrene moiety. The electrochemical properties reveal strong electronic communication between ferrocene and TCBD in 4a, and weak electronic communication in 4b. The experimental observations and conclusions were supported by computational calculations. The single crystal X-ray structure of ferrocenyl substituted pyrene 3b is reported.
机译：通过PD催化的铃木和Sonogashira交叉偶联反应设计和合成一组二氯联苯取代的芘2和3A-3C。二茂环基取代的芘3a和3b与四环乙烯（Tcne）的[2 + 2]环加成循环反应分别导致四环丁胺（TCBD）衍生物4a和4b。评估两个供体（二茂铁和芘）和TCBD受体对其光子性能，能量水平和供体 - 受体相互作用的协同作用。将2和3A-3C的光学和电化学性能与4A和4B进行比较。将甲苯基取代的芘4b从芘与芘的强电荷转移带呈现给TCBD，并且来自二茂铁到TCBD的弱电荷转移带，而4A表现出两个强电荷转移带，其中一个来自二茂铁到TCBD，另一个来自芘的TCBD。二茂茂铁取代的芘2,3a-C，4a和4b的特征发射图案表明来自芘部分的发射。电化学特性揭示了在4A中的铁茂和TCBD之间的强电子通信，4B中的电子通信弱。通过计算计算支持实验观察和结论。报道了二茂铁取代的芘3B的单晶X射线结构。

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  • 来源
    《RSC Advances》 |2015年第71期|共8页
  • 作者

    Dhokale Bhausaheb; Jadhav Thaksen; Mobin Shaikh M.; Misra Rajneesh;

  • 作者单位

    Indian Inst Technol Dept Chem Indore 452017 Madhya Pradesh India;

    Indian Inst Technol Dept Chem Indore 452017 Madhya Pradesh India;

    Indian Inst Technol Dept Chem Indore 452017 Madhya Pradesh India;

    Indian Inst Technol Dept Chem Indore 452017 Madhya Pradesh India;

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  • 正文语种 eng
  • 中图分类 化学;
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