Functionalized BF2 chelated azadipyrromethene dyes

Functionalized BF2 chelated azadipyrromethene dyes
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DOI:
10.1016/j.tet.2008.01.117
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发表时间:
2008-04-21
期刊:
影响因子:
2.1
通讯作者:
Burgess, Kevin
Burgess, Kevin
中科院分区:
化学3区
文献类型:
--
作者:
Loudet, Aurore;Bandichhor, Rakeshwar;Burgess, Kevin

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在近红外线发射的荧光分子可能用作生物技术的探针。这种类型的探针的相对未开发的设计是氮杂-BODIPY染料;进行本研究是为了增强我们对这些材料和它们可用于染料盒系统的方式的理解。因此,制备了氮杂-BODIPY染料la-g。合成了第八个化合物6 h的高级中间体,但它不能与硼有效地络合得到1h。记录了这些化合物的光谱性质,并进行了取代基效应、紫外吸收、荧光发射和量子产率之间的相关性。将化合物Ia与荧光素-炔衍生物偶联,得到能量转移盒2和3。这两种化合物的能量传递较差,并讨论了可能的原因。(c)2008爱思唯尔有限公司保留所有权利。
Fluorescent molecules that emit in the near infrared are potentially useful as probes for biotechnology. A relatively under-explored design for probes of this type are the aza-BODIPY dyes; this study was performed to enhance our understanding of these materials and ways in which they may be used in dye cassette systems. Thus, the aza-BODIPY dyes la-g were prepared. An advanced intermediate toward an eighth compound in the series, 6h, was made but it could not be complexed with boron effectively to give 1h. Spectroscopic properties of these compounds were recorded, and correlations between substituent effects, UV absorbance, fluorescence emissions, and quantum yields were made. Compound la was coupled with a fluorescein-alkyne derivative to give the energy transfer cassettes 2 and 3. Both these compounds gave poor energy transfer and the possible reasons for this were discussed. (c) 2008 Elsevier Ltd. All rights reserved.