Synthesis of BODIPY-Appended Subporphyrins
Synthesis of BODIPY-Appended Subporphyrins
复制标题
BODIPY 连接的亚卟啉的合成
DOI：
10.1002/ejoc.201001188
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发表时间：
2011
期刊：
影响因子：
--
通讯作者：
A.
中科院分区：
文献类型：
--
作者：
Sugimoto;H.;Muto;M.;Tanaka;T.;Osuka;A.
通过钯催化的 Suzuki-Miyaura 反应或 Sonogashira 反应合成了通过 1,4-联亚苯基或 1,4-二苯基乙炔基间隔桥桥的 BODIPY-亚卟啉杂化物。针对桥和 BODIPY 结构检查了它们的结构和光学特性。在所有情况下，从亚卟啉核心到 BODIPY 外围的分子内激发能量转移都是有效的。根据 BODIPY 亚基主题位置附近是否存在 β-甲基，荧光会增加或减少。还发现亚卟啉核心和主题-(1,4-亚苯基)取代基之间的电子相互作用导致亚卟啉部分的光谱变化，而在卟啉对应物中未观察到这种变化。
BODIPY–subporphyrin hybrids bridged by a 1,4‐biphenylene or 1,4‐diphenylethynylene spacer were synthesized either by the palladium‐catalyzed Suzuki–Miyaura reaction or the Sonogashira reaction. Their structural and optical properties were examined with respect to the bridge and BODIPY structures. In all cases, intramolecular excitationenergy transfer from the subporphyrin core to the BODIPY peripheries is efficient. Depending on the presence or absence of β‐methyl groups adjacent to themesoposition of the BODIPY subunit, the fluorescence is either increased or decreased. It was also found that the electronic interaction between the subporphyrin core and themeso‐(1,4‐phenylene) substituents causes spectral changes for the subporphyrin part, which is not observed for porphyrin counterparts.