Synthesis, Photophysics, Electrochemistry and Electrogenerated Chemiluminescence of a Homologous Set of BODIPY-Appended Bipyridine Derivatives.

Synthesis, Photophysics, Electrochemistry and Electrogenerated Chemiluminescence of a Homologous Set of BODIPY-Appended Bipyridine Derivatives.
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DOI:
10.1021/jp204487r
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发表时间:
2011-09-15
影响因子:
3.7
通讯作者:
Lippard, Stephen J.
Lippard, Stephen J.
中科院分区:
化学3区
文献类型:
--
作者:
Rosenthal, Joel;Nepomnyashchii, Alexander B.;Kozhukh, Julia;Bard, Allen J.;Lippard, Stephen J.

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制备并表征了两种新的基于 2,2'-联吡啶 (bpy) 的配体,其辅助 BODIPY 发色团连接在 4 和 4'-位置,它们通过排除 (BB1) 或包含 (BB2) β-烷基取代基而改变了 BODIPY 外围的取代模式。两者在整个可见光区域都有强烈的吸收并且具有强烈的发射性。 BB1 和 BB2 的基本光物理和电化学性质与它们所基于的 BODIPY 单体相当。固态结构和电子结构计算均表明 BODIPY 部分和插入的 bpy 间隔基之间的电子通讯可以忽略不计。两种 Bpy-BODIPY 衍生物的电致化学发光光谱与其记录的荧光曲线相似,并且受 BODIPY 发色团上的取代基的强烈影响。这些 2,2'-联吡啶衍生物代表了一组新的配体,应该在光捕获、光催化和分子电子学等应用中发挥作用。
Two new 2,2′-bipyridine (bpy) based ligands with ancillary BODIPY chromophores attached at the 4 and 4′-positions were prepared and characterized, which vary in the substitution pattern about the BODIPY periphery by either excluding (BB1) or including (BB2) a β-alkyl substituent. Both absorb strongly throughout the visible region and are strongly emissive. The basic photophysics and electrochemical properties of BB1 and BB2 are comparable to those of the BODIPY monomers on which they are based. The solid-state structures and electronic structure calculations both indicate that there is negligible electronic communication between the BODIPY moieties and the intervening bpy spacers. Electrogenerated chemiluminescence spectra of the two Bpy-BODIPY derivatives are similar to their recorded fluorescence profiles and are strongly influenced by substituents on the BODIPY chromophores. These 2,2′-bipyridine derivatives represent a new set of ligands that should find utility in applications including light-harvesting, photocatalysis, and molecular electronics.
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