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首页> 外文期刊>Chemistry: A European journal >Structural, Photophysical, and Magnetic Circular Dichroism Studies of Three Rigidified meso-Pentafluorophenyl-Substituted Hexaphyrin Analogues
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Structural, Photophysical, and Magnetic Circular Dichroism Studies of Three Rigidified meso-Pentafluorophenyl-Substituted Hexaphyrin Analogues

机译：三个刚性中氟氟苯基取代的己嘧啶类似物的结构，光物理和磁性圆形二色性研究

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摘要

Detailed electronic, structural, photophysical, and redox studies of a series of meso-pentafluorophenyl-substituted hexaphyrins, namely amethyrin (1), rosarin (2), and rubyrin (3), are described. In prior work, it was found that the electronic states of the antiaromatic hexapyrrolic macrocycle, [24]rosarin 2, could be modified by exposure to several Br?nsted acids (e.g., HCl, HBr and HI) to produce either oneand two-electron reduced species, or both. In an effort to gain further insights into the reactivity of hexaphyrins possessing different p-conjugation pathways, the b-dodecamethyl- substituted [24]amethyrin 1 was prepared and its electronic structure was analyzed along with that of the ophenylene- bridged [26]rubyrin 3 and rosarin 2 The [4n] and [4n+2] p-conjugated formulations of 2 and 3, respectively, were inferred from steady-state, fs-transient absorption and two photon absorption measurements. Similar photophysical analyses lead to the conclusion that 1 is best considered as nonaromatic or weakly antiaromatic. Magnetic circular dichroism (MCD) spectroscopic analyses of hexaphyrins 1 and 3, as well as comparisons to 2, and theoretical perimeter MO diagram analyses provided support for the electronic assignments. In contrast to what was found for 2, simple protonation of 1 and 3 by halohydric acids did not induce an evident, redox-based change in the electronic structure of the macrocycle.
机译：描述了一系列中间戊氟苯基取代的Hexaphyrins，即氨基乙烯（1），甘氨酸（1），甘氨酸（2）和葡萄耳（3）的详细的电子，结构，光学药物和氧化还原研究。在现有工作中，发现抗星族六吡咯型宏族的电子状态可以通过暴露于几种Brαnsted酸（例如，HCl，HBr和Hi）来修饰，以产生Oneand两电子物种减少，或两者。为了进一步了解具有不同p缀合途径的己键的反应性的进一步见解，制备B-十二烷甲基取代的[24]氨基乙烯1，并分析其电子结构以及过苯基 - 桥接[26] ruby​​rin 3和rosarin 2分别从稳态，FS瞬态吸收和两个光子吸收测量中推断出2和3的[4N]和[4N + 2] p缀合制剂。类似的光药分析导致结论，1最好被认为是非芳族或弱抗变硬的。 Hexaphyrins 1和3的磁性圆形二色（MCD）光谱分析，以及对2的比较，以及理论周边MO图分析为电子分配提供了支持。与发现的2个，卤代酸的简单质子化1和3的纯度质子化没有诱导宏循环电子结构中的明显氧化还原的变化。

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