Highly Emissive π-Conjugated Alkynylpyrene Oligomers:  Their Synthesis and Photophysical Properties

Hisao Shimizu, Kazuhisa Fujimoto, Masaru Furusyo, Hajime Maeda, Yasuaki Nanai, Kazuhiko Mizuno, Masahiko Inoûye

The Journal of Organic Chemistry · 2007 · 73 citations · 17 references

Concepts

Abstract

We newly prepared para- and meta-linked alkynylpyrene oligomers and examined their photophysical properties. Oligomerization of monomeric building blocks was performed by CuI-promoted oxidative coupling reaction. The resulting oligomers mainly consist of 2-mer to 6-mer that were assigned on the basis of MALDI-TOF mass spectra, and the 2-mer, 3-mer, and 4-mer were isolated and fully characterized. From their absorption and fluorescence spectra, the para-linked oligomers were found to be somewhat pi-conjugated compared with meta-linked ones, and the fluorescence quantum yields decreased with increasing oligomer length (Phif = 0.79-0.55).

References

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