笼型三环癸烷-咔唑用于 C₆₀ 的自组装。

Cyclotriveratrylene-carbazole cage for self-assembly of C₆₀.

机构信息

School of Chemistry and Chemical Engineering, Research Center of Environmental Science and Engineering, Shanxi University, Taiyuan 030006, China.

出版信息

Talanta. 2013 Mar 15;106:454-8. doi: 10.1016/j.talanta.2013.01.029. Epub 2013 Jan 21.

DOI:10.1016/j.talanta.2013.01.029

PMID:23598151

Abstract

A novel open-bowl pyramidal compound cyclotriveratrylene-carbazole (CTV-CZ) was designed and synthesized. Its absorption and emission spectroscopic properties in different organic solvents were characterized. Three absorption peaks of CTV-CZ around 235 nm, 260 nm and 290 nm were observed. The fluorescence emission peaks were at about 353 nm and 368 nm using a solution of ∼10(-7)M CTV-CZ. The intermolecular interaction between CTV-CZ and fullerene (C₆₀) was studied in detail by UV-vis absorption and fluorescence spectra. CTV-CZ could associate with C₆₀ to form supramolecular complex with 1:1 molar ratio and the binding constant was estimated to be 5.0(6) × 10(4)M(-1) by fluorimetry. The formation of inclusion complex for CTV-CZ and C₆₀ was further confirmed by (1)H NMR and cyclic voltammetry. The downfield shift of protons of CTV-CZ in its (1)H NMR spectrum and the decrease of redox currents on addition of C₆₀ showed that photo induced electron transfer (PET) occurred from the electron donor CTV and CZ units to the electron acceptor C₆₀.

摘要

一种新型开碗型金字塔状环三聚苝咔唑（CTV-CZ）被设计和合成。其在不同有机溶剂中的吸收和发射光谱特性得到了表征。在 235nm、260nm 和 290nm 附近观察到 CTV-CZ 的三个吸收峰。当溶液中 CTV-CZ 的浓度约为 10(-7)M 时，荧光发射峰在 353nm 和 368nm 左右。通过紫外-可见吸收光谱和荧光光谱详细研究了 CTV-CZ 与富勒烯（C₆₀）之间的分子间相互作用。CTV-CZ 可以与 C₆₀ 缔合，形成摩尔比为 1:1 的超分子复合物，荧光法测定的结合常数估计为 5.0(6)×10(4)M(-1)。通过（1）H NMR 和循环伏安法进一步证实了 CTV-CZ 和 C₆₀ 形成包合物。在（1）H NMR 光谱中 CTV-CZ 的质子的场位移和加入 C₆₀ 后氧化还原电流的降低表明，光诱导电子转移（PET）从电子给体 CTV 和 CZ 单元到电子受体 C₆₀ 发生。