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Toward a New Family of Bifunctional Organoiron Dendrimers: Facile Synthesis, Redox, and Photophysical Fingerprints

机译:迈向双功能有机铁树枝状大分子的新家族:简便的合成,氧化还原和光物理指纹。

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摘要

Multifunctional macromolecules continue to attract attention. Here, three generations of a new family of bifunctional organoiron dendrimers are reported, which are synthesized from a redox-active organoiron complex, eta(6)-dichlorobenzene-eta(5)-cyclopentadienyl-iron(II). The facile chemistry of the complex is exploited to functionalize the dendritic peripheral with photoactive beta-naphthol, yielding redox, photoactive dendrimers under mild conditions. To ascertain the redox and photophysical fingerprints of these dendrimers, cyclic voltammetric, and UV-vis and fluorescence spectroscopic measurements are used. The cyclic voltammetric measurements suggest non-interacting redox-active iron centers within the dendritic structure, and a negative dendritic effect on the half-wave potential. The cathodic peak broadens with increasing dendrimer generation as the rate of electron transfer between the electrode and the iron centers decreases. The dendrimers exhibit the characteristic absorption and fluorescence fingerprint of beta-naphthol and a positive dendritic effect on the fluorescence intensities. A 24 h UV irradiation of acetonitrile/chloroform solution of the dendrimers yields their organic analogues with a concomitant enhancement of the absorption and fluorescence properties. The synthetic approach to these dendrimers offers an attractive route to other redox, multifunctional organometallic dendrimers.
机译:多功能大分子继续引起关注。在这里,报道了三代双功能有机铁树枝状大分子的新家族,它们是由氧化还原活性有机铁络合物eta(6)-二氯苯-eta(5)-环戊二烯基-铁(II)合成的。利用该复合物的简便化学方法,利用光敏β-萘酚将树突状外围功能化,在温和条件下产生氧化还原,光敏树状聚合物。为了确定这些树枝状聚合物的氧化还原和光物理指纹,使用了循环伏安法,紫外可见和荧光光谱测量。循环伏安法测量表明,树枝状结构内没有相互作用的氧化还原活性铁中心,并对半波电势产生负面的树枝状影响。随着电极和铁中心之间电子转移速率的降低,随着树状聚合物生成量的增加,阴极峰变宽。树状聚合物表现出β-萘酚的特征吸收和荧光指纹,并对荧光强度具有积极的树突作用。树枝状聚合物的乙腈/氯仿溶液的24 h紫外线照射产生了其有机类似物,同时具有吸收和荧光性质的增强。这些树枝状聚合物的合成方法提供了一条通往其他氧化还原,多功能有机金属树枝状聚合物的诱人途径。

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