β-Fluorinated porpholactones and metal complexes: synthesis, characterization and some spectroscopic studies†
Ji-Yun
Hu, 
a
Zhuo-Yan
Wu,
a
Ke
Chai,
b
Zi-Shu
Yang,
a
Yin-Shan
Meng,
a
Yingying
Ning,
a
Jing
Zhang
*b
and
Jun-Long
Zhang
*a
a
Zhuo-Yan
Wu,
a
Ke
Chai,
b
Zi-Shu
Yang,
a
Yin-Shan
Meng,
a
Yingying
Ning,
a
Jing
Zhang
*b
and
Jun-Long
Zhang
*a
Abstract
We describe the synthesis of β-fluorinated porpholactones by oxidation of the fluorinated C![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
C bond of the pyrrolic subunit in porphyrin using the “RuCl3 + Oxone®” protocol. The electron-withdrawing effects of β-fluorine on the absorption, fluorescence, phosphorescence and redox properties of the β-fluoroporpholactones were studied. A potential application of the β-fluoroporpholactones was demonstrated in sensitizing near-IR (NIR) emissive ytterbium, giving a high quantum yield (58%) and long luminescence time (525 μs) in CD2Cl2.
- This article is part of the themed collection: Celebrating 110th Anniversary of Chemistry at Peking University
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