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Effective Tuning of Ketocyanine Derivatives through Acceptor Substitution

机译:通过受体取代有效调节酮氰酸衍生物

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摘要

A series of ketocyanine derivatives possessing bis(diarylamino)fluorenyl donors and variable acceptors installed at the bridging carbon atom were synthesized to investigate how the electronic structure of the dye can be systemically tuned through stabilization of the cyanine-like character of the donor by increasing the acceptor strength. Analysis of the (HNMR)-H-1 spectra indicates that the charge-separated species dominates in these dyes, given that carbons possessing a positive or negative charge in the resonance structures of this state purposefully shift downfield or upfield, respectively, depending on the strength of the acceptor moiety. In DAA-Fl-PI, the acceptor strength and the gain of acceptor aromaticity indicates a predisposition of the separated state, indicated by asymmetry in the (HNMR)-H-1 spectrum, as well as uneven distribution of the HOMO on the fluorenyl donor.
机译:合成了一系列具有双(二芳基氨基)芴基供体和安装在桥连碳原子上的可变受体的酮菁衍生物,以研究如何通过增加供体的花青样性质的稳定性来系统地调节染料的电子结构。受体强度。对(HNMR)-H-1光谱的分析表明,电荷分离的物质在这些染料中占主导地位,这是由于在该状态的共振结构中具有正电荷或负电荷的碳分别有意地向低场或高场转移,具体取决于受体部分的强度。在DAA-Fl-PI中,受体强度和受体芳香度的增加表示分离态的倾向,由(HNMR)-H-1光谱中的不对称性表示,以及芴基供体上HOMO的不均匀分布。

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