SYSTEMATIC STUDY OF A SERIES OF HIGHLY FLUORESCENT ROD-SHAPED DONOR-ACCEPTOR SYSTEMS

SYSTEMATIC STUDY OF A SERIES OF HIGHLY FLUORESCENT ROD-SHAPED DONOR-ACCEPTOR SYSTEMS
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DOI:
10.1021/ja00159a050
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发表时间:
1990-01-31
影响因子:
15
通讯作者:
VERHOEVEN, JW
VERHOEVEN, JW
中科院分区:
化学1区
文献类型:
--
作者:
HERMANT, RM;BAKKER, NAC;VERHOEVEN, JW

文献摘要

被引文献

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报道了双色发光分子1-11的合成和发光性质。所有体系都含有作为单电子供体(D)的苯胺基和作为电子受体(A)的各种取代的乙烯部分,所述取代的乙烯部分被由哌啶环提供的棒状脂环族骨架分开。从theemission性质可以得出结论,在这些分子中,D和A之间的电子耦合是足够的,以允许在激发时完全的电荷转移(如果物理上可行)。偶极电荷转移(CT)激发态,从而填充显示出非常强的荧光,这是高度溶剂化变色(即,经历一个大的波长偏移,响应于溶剂极性的变化),使这些系统的利益作为一类新的荧光探针。Variationof受体基团被发现允许设计这样的探针,与量子产率与溶剂极性配置文件优化任何particularpolarity范围。
The synthesis and emissive properties of bichromophoric molecules 1-11 are reported. All systems contain an anilino group as a one-electron donor (D) and various substituted ethylene moieties as electron acceptor (A) separated by a rod-shaped alicyclic framework provided by a piperidine ring. From theemissive properties it is concluded that in these molecules the electronic coupling between D and A is sufficient to allow complete charge transfer upon excitation (if thermodynamically feasible). The dipolar charge-transfer (CT) excited state thus populated displays a very strong fluorescence, which is highly solvatochromic (ie, undergoes a large wavelength shift in response to changes of the solvent polarity), making these systems of interest as a new class of fluorescent probes. Variationof the acceptor group is found to allow design of such probes, with quantum yield vs solvent polarity profiles optimized for any particularpolarity range.