Synthesis of dihydroxyoligophenylenes containing π-deficient or π-excess hetero-aromatic rings and their solvatochromic behavior
書誌事項
- 公開日
- 2010-08
- 権利情報
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- https://www.elsevier.com/tdm/userlicense/1.0/
- DOI
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- 10.1016/j.tet.2010.06.087
- 公開者
- Elsevier BV
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説明
Abstract Dihydroxyoligophenylenes ( HO-ArPh( m )-OH s) with 9,9-dihexyl-2,7-fluorene (Ar=Flu), 2,5-dioctyloxy-1,4-benzene (Ar=Dob), pyridine (Ar=Py), or thiophene (Ar=Th) rings were synthesized by the Suzuki coupling reaction. Absorption maxima ( λ max ) of HO-ArPh( m )-OH s shifted progressively toward long wavelengths due to the expansion of the π-conjugation system with an increase in the number of benzene rings. Deprotonation of the OH groups of HO-ArPh( m )-OH s by treatment with NaH caused a bathochromic shift of λ max . The bathochromic shift of the deprotonated species increased with the donor numbers (DNs) of the solvents. The emission peak positions of NaO-ArPh( m )-ONa s depended on the DNs of the solvents; therefore, the emission color could be tuned by changing the solvent.
収録刊行物
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- Tetrahedron
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Tetrahedron 66 (34), 6725-6732, 2010-08
Elsevier BV