A new general synthetic access to carboxylated quaterpyridines (qpy), of interest as ligands for panchromatic dye-sensitized solar cell organometallic sensitizers, is presented. The strategic step is a Suzuki-Miyaura cross-coupling reaction, which gave a no. of representative unsubstituted and alkyl and (hetero)arom. substituted qpys. To bypass the poor inherent stability of 2-pyridylboronic acid derivs., the authors successfully applied N-methyliminodiacetic acid (MIDA) boronates as key reagents, obtaining the qpy ligands in good yields up to (quasi) gram quantities. The structural, spectroscopic (NMR and UV-visible), electrochem., and electronic characteristics of the qpy were exptl. and computationally (DFT) studied. The easy access to the bis-thiocyanato Ru(II) complex of the parent species of the qpy series, through an efficient route which bypasses the use of Sephadex column chromatog., is shown. The bis-thiocyanato Ru(II) complex was spectroscopically (NMR and UV-visible), electrochem., and computationally studied, relating its properties to those of previously reported Ru(II)-qpy complexes.

Coluccini, C., Manfredi, N., Salamone, M., Ruffo, R., Lobello, M., De Angelis, F., et al. (2012). Quaterpyridine Ligands for Panchromatic Ru(II) Dye Sensitizers. JOURNAL OF ORGANIC CHEMISTRY, 77(18), 7945-7956 [10.1021/jo301226z].

Quaterpyridine Ligands for Panchromatic Ru(II) Dye Sensitizers

COLUCCINI, CARMINE;MANFREDI, NORBERTO;SALAMONE, MATTEO MARCO;RUFFO, RICCARDO;ABBOTTO, ALESSANDRO
2012

Abstract

A new general synthetic access to carboxylated quaterpyridines (qpy), of interest as ligands for panchromatic dye-sensitized solar cell organometallic sensitizers, is presented. The strategic step is a Suzuki-Miyaura cross-coupling reaction, which gave a no. of representative unsubstituted and alkyl and (hetero)arom. substituted qpys. To bypass the poor inherent stability of 2-pyridylboronic acid derivs., the authors successfully applied N-methyliminodiacetic acid (MIDA) boronates as key reagents, obtaining the qpy ligands in good yields up to (quasi) gram quantities. The structural, spectroscopic (NMR and UV-visible), electrochem., and electronic characteristics of the qpy were exptl. and computationally (DFT) studied. The easy access to the bis-thiocyanato Ru(II) complex of the parent species of the qpy series, through an efficient route which bypasses the use of Sephadex column chromatog., is shown. The bis-thiocyanato Ru(II) complex was spectroscopically (NMR and UV-visible), electrochem., and computationally studied, relating its properties to those of previously reported Ru(II)-qpy complexes.
Articolo in rivista - Articolo scientifico
Ruthenium dye sensitizer, DSSC, quaterpyridine ligands
English
7945
7956
12
Coluccini, C., Manfredi, N., Salamone, M., Ruffo, R., Lobello, M., De Angelis, F., et al. (2012). Quaterpyridine Ligands for Panchromatic Ru(II) Dye Sensitizers. JOURNAL OF ORGANIC CHEMISTRY, 77(18), 7945-7956 [10.1021/jo301226z].
Coluccini, C; Manfredi, N; Salamone, M; Ruffo, R; Lobello, M; De Angelis, F; Abbotto, A
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/37251
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