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Anthracene-BODIPY Cassettes:Syntheses and Energy Transfer

机译：蒽-BODIPY磁带：合成与能量转移

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摘要

Compounds based on the 4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene(BODIPY)framework are excellent fluorescent markers.When BODIPY dyes of this type are conjugated to functionalities that absorb at relatively short wavelengths,those functionalities can,in some molecules,transmit the absorbed energy to the BODIPY which then fluoresces.In such cases the BODIPY fragment acts as an acceptor while the other group serves as a donor.Energy transfer efficiencies in such donor-acceptor cassette systems must vary with the relative orientation of the two components,and with the structure of the linkers that attach them.This study was designed to probe these issues for the special case in which the linkers between the donor and acceptor fragments are conjugated.To do this,the cassettes 3-10 were prepared.Electrochemical studies were performed to provide insight into the degree of donor-acceptor conjugation in these systems.X-ray Crystallographic studies on single crystals of compounds 7 and 9 revealed the favored conformations of the donor and acceptor fragments in the solid state.Absorption,fluorescence,and time-resolved fluorescence spectra of the compounds were recorded,and quantum yields for the cassettes excited at the donor lambda_max were measured.Fluorescence steadystate anisotropy data were determined for cassettes 3 and 9 to provide information about the mutual direction of the transition dipole moments.
机译：基于4,4-二氟-1,3,5,7-四甲基-4-硼3a，4a-二氮杂-s-茚满二烯（BODIPY）框架的化合物是出色的荧光标记物。对于在相对短的波长处吸收的官能团，这些官能团可以在某些分子中将吸收的能量传输至BODIPY，然后发出荧光。在这种情况下，BODIPY片段充当受体，而另一基团充当供体。在这种供体-受体盒系统中，必须随两个组件的相对方向以及连接它们的接头结构的不同而变化。本研究旨在针对供体与受体之间的接头的特殊情况探讨这些问题。为此，准备了3-10个盒。进行电化学研究，以了解这些系统中供体-受体结合的程度。X射线晶体学研究化合物的单晶第7和9位显示了固态供体和受体片段的良好构象。记录了化合物的吸收，荧光和时间分辨荧光光谱，并测量了在供体lambda_max激发的盒的量子产率。确定了暗盒3和9的稳态各向异性数据，以提供有关跃迁偶极矩相互方向的信息。

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