Boron functionalization of BODIPY by various alcohols and phenols

Boron functionalization of BODIPY by various alcohols and phenols
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DOI:
10.1039/c3ob41370e
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发表时间:
2013-11-28
影响因子:
3.2
通讯作者:
Denat, Franck
Denat, Franck
中科院分区:
化学3区
文献类型:
--
作者:
Brizet, Bertrand;Bernhard, Claire;Denat, Franck

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描述了用不同烷氧基或二芳基烷氧基衍生物官能化的新的B-O BODIPY衍生物的合成。这些化合物是由不同的B F BODIPY前体与各种醇和酚在AlCl 3存在下反应合成的。水溶性染料也可以用这种方法合成,特别是通过引入聚乙二醇(PEG)基团。对不同的化合物进行了光物理研究,结果表明B-O BODIPY衍生物具有丰富的荧光性质。最后,BODIPY核的缀合已经使用两个二苯乙烯基基团扩展,因此提供了发射NIR的BODIPY衍生物,其中一个或两个PEG基团已经被锚定,使得这些系统非常有希望用于未来的医学成像应用。
The synthesis of new B-O BODIPY derivatives functionalized with different alkoxy or diarylalkoxy derivatives is described. These compounds were synthesized from the reaction of different B F BODIPY precursors with various alcohols and phenols, in the presence of AlCl3. Water-soluble dyes could be synthesized as well with this method, specifically by the introduction of polyethyleneglycol (PEG) groups. A photophysical study of the different compounds was performed, and showed that the B-O BODIPY derivatives exhibit rich fluorescence properties. Finally, the conjugation of the BODIPY core has been extended using two distyryl groups, hence providing NIR emitting BODIPY derivatives, in which one or two PEG groups have been anchored, making these systems very promising for future medical imaging applications.