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首页> 外文期刊>Chemistry: A European journal >Synthesis of Five Generations of Redox-Stable Pentamethylamidoferrocenyl Dendrimers and Comparison of Amidoferrocenyl-and Pentamethylamido-ferrocenyl Dendrimers as Electrochemical Exoreceptors for the Selective Recognition of H_2PO_4-,HSO_4-,and Aden
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Synthesis of Five Generations of Redox-Stable Pentamethylamidoferrocenyl Dendrimers and Comparison of Amidoferrocenyl-and Pentamethylamido-ferrocenyl Dendrimers as Electrochemical Exoreceptors for the Selective Recognition of H_2PO_4-,HSO_4-,and Aden

机译：五代氧化还原稳定的五甲基酰胺基二茂铁基树枝状大分子的合成以及作为选择性受体识别H_2PO_4-，HSO_4-和Aden的电化学受体的酰胺基二茂铁基和五甲基氨基-二茂铁基树枝状大分子的比较

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A family of the five metallodendrimers with pentamethylamidoferrocenyl termini were synthesized from the DSM dendrimers G_n-DAB-dend-(NH_2)_x(x=4,8,16,32,64)and characterized by standard techniques,including prominent molecular peaks(broad for x=64)in their MALDI-TOF mass spectra.Oxidation of G_4-DAB-dend-(NHCOFc*)_x(Fe*=C_5H_4FeCp*,Cp*=eta~5-C_5Me_5)with SbCl_5 in CH_2Cl_2 yields the stable 17-electron pentamethylferrocenium analogue, which can be characterized by ESR and Mossbauer spectroscopy and reduced back to the initial Fe~11 dendrimer,the cycle being carried out without decomposition.The cyclic voltammograms(CVs)of all dendrimers,recorded in CH_2Cl_2 or DMF,show a fully reversible ferrocenyl wave without adsorption.They are much cleaner than those of the parent ferrocenyl analogues previously synthesized and studied by Cuadrado et al.These properties allow much easier recognition and titration of H_2PO_4~-and ATP~2 by CV with the permethylated series that with the parent series.On the other hand,permethylation reduced the difference between the potentials recorded before and after trtration.This is not crucial for H_2PO_4-and ATP~2-,but it is for HSO_4~-,because of the weak interaction in this case.Thus recognition and titration in CH_2Cl_2 proceeds best with the parent ceries,and a positive dendritic effect is revealed by the appearance of a new wave whose difference in potential relative to the initial wave increases with increasing generation number.In DMF,recognition and titration are only possible with the permethylated series and are subject to a dramatic dendritic effect.Indeed,the titration is followed by only a shift of the initial wave with G_1 and by the appearance of a new wave with G_1 and by the appearance of a new wave with G_2and G_3.In conclusion,the permethylated dendrimers allow excellent recognition and titration of the oxoanions by CV due to the stereoelectronic stabilization of the 17-electron form and their hydrophobic effect.The magnitude of the recognition and positive dendritic effects is very sensitive to the dendrimer structure and to the nature of the solvent.The recognition is of the strong-interaction type(square scheme)between these dendrimers and ATP~2- with a stoichiometry of 0.5 equiv ATP~2- per ferrocenyl branch.
机译：由DSM树枝状聚合物G_n-DAB-dend-（NH_2）_x（x = 4,8,16,32,64）合成了五种具有五甲基氨基二茂铁基末端的金属树枝状聚合物，并通过标准技术进行了表征，包括突出的分子峰（宽x = 64）在其MALDI-TOF质谱中。在CH_2Cl_2中用SbCl_5氧化G_4-DAB-dend-（NHCOFc *）_ x（Fe * = C_5H_4FeCp *，Cp * = eta〜5-C_5Me_5）得到稳定的17 -电子五甲基二茂铁类似物，可通过ESR和Mossbauer光谱表征，还原为最初的Fe〜11树枝状大分子，该循环不分解。所有树枝状大分子的循环伏安图（CV）记录在CH_2Cl_2或DMF中完全可逆的二茂铁基波，没有吸附。它们比Cuadrado等人先前合成和研究的母二茂铁基类似物要干净得多，这些特性使CV可以更容易地识别和滴定过甲基化系列的H_2PO_4〜-和ATP〜2与父母系列另一方面，过甲基化作用减少了ration前后的电位差。这对于H_2PO_4-和ATP〜2-并不重要，但对于HSO_4〜-则不重要，因为在这种情况下相互作用较弱。对CH_2Cl_2的识别和滴定最能与亲本一起进行，并且通过出现新的波可显示出积极的树突效果，其相对于初始波的电势差随世代数的增加而增加。在DMF中，仅可能进行识别和滴定的确，滴定之后只有G_1出现初始波的偏移，G_1出现了新波，G_2和G_3出现了新波。总之，由于17电子形式的立体电子稳定及其疏水作用，全甲基化的树枝状聚合物可通过CV出色地识别和滴定含氧阴离子。树枝状大分子的识别和积极的树突效果对树枝状大分子的结构和溶剂的性质非常敏感。识别是这些树枝状大分子与ATP〜2-之间的强相互作用类型（方形方案），化学计量为0.5当量每个二茂铁基分支ATP〜2-。

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