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. 2010 Oct 27;15(11):7570-81.
doi: 10.3390/molecules15117570.

Synthesis and characterization of a Ru(II) complex with functionalized phenanthroline ligands having single-double linked anthracenyl and 1-methoxy-1-buten-3-yne moieties

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Synthesis and characterization of a Ru(II) complex with functionalized phenanthroline ligands having single-double linked anthracenyl and 1-methoxy-1-buten-3-yne moieties

Adewale O Adeloye et al. Molecules. .

Abstract

Two series of bidentate polypyridine ligands, made of phenanthroline chelating subunits having substituted mono-and di-anthracenyl groups, and 1-methoxy-1-buten-3-yne at the 4 and 7-positions with the corresponding heteroleptic Ru(II) complex have been synthesized and characterized. The complex is formulated as [(Ru(L(1))(L(2))(NCS)(2))], (where L(1 )= 4-(9-dianthracenyl-10-(2,3-dimethylacrylic acid)-7-(9-anthracenyl-10-(2,3-dimethylacrylic acid)-1,10-phenanthroline and L(2) = 4,7-bis(1-methoxy-1-buten-3-yne)-1,10-phenanthroline). The Ru(II) complex shows characteristic broad and intense metal-to-ligand charge transfer (MLCT) bands absorption and appreciable photoluminescence spanning the visible region. The ligands and complex were characterized by FT-IR, 1H, 13C NMR spectroscopy, UV-Vis, photoluminescence and elemental analysis (see in supplementary materials). The anchoring groups in both ligands have allowed an extended delocalization of acceptor orbital of the metal-to-ligand charge-transfer (MLCT) excited state.

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Figures

Scheme 1
Scheme 1
Synthesis of L1 and L2.
Scheme 2
Scheme 2
Synthesis of complex RuL1L2(NCS)2.
Figure 1
Figure 1
FT-IR spectra of [RuL1L2(NCS)2] in KBr.
Figure 2
Figure 2
1H-NMR spectra of complex [RuL1L2(NCS)2]. (a) Aromatic region 1H-NMR spectrum of [RuL1L2(NCS)2] complex; (b) aliphatic region 1H-NMR spectrum of [RuL1L2(NCS)2] complex.
Figure 2
Figure 2
1H-NMR spectra of complex [RuL1L2(NCS)2]. (a) Aromatic region 1H-NMR spectrum of [RuL1L2(NCS)2] complex; (b) aliphatic region 1H-NMR spectrum of [RuL1L2(NCS)2] complex.
Figure 3
Figure 3
UV-Vis absorption and luminescence (inset) spectra of the [RuL1L2(NCS)2] complex at a concentration of 0.001 g/dm3 in dimethylformamide.

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