5 research outputs found
Quaterpyridine Ligands for Panchromatic Ru(II) Dye Sensitizers
A new general synthetic access to carboxylated quaterpyridines (qpy), of interest as ligands for panchromatic dyesensitized solar cell organometallic sensitizers, is presented. The strategic step is a Suzuki−Miyaura cross-coupling reaction,
which has allowed the preparation of a number of representative unsubstituted and alkyl and (hetero)aromatic substituted qpys.
To bypass the poor inherent stability of 2-pyridylboronic acid derivatives, we 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−vis), electrochemical, and electronic characteristics of the qpy have been experimentally and
computationally (DFT) investigated. 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 chromatography, is shown. The bis-thiocyanato
Ru(II) complex has been spectroscopically (NMR and UV−vis), electrochemically, and computationally investigated, relating its
properties to those of previously reported Ru(II)−qpy complexes.“This document is the Accepted Manuscript version of a Published Work that appeared in final form in [The Journal of Organic Chemistry], copyright © American Chemical Society after peer review and technical editing by the publisher
Quaterpyridine Ligands for Panchromatic Ru(II) Dye Sensitizers
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 has allowed
the preparation of a number of representative unsubstituted and alkyl
and (hetero)Âaromatic substituted qpys. To bypass the poor inherent
stability of 2-pyridylboronic acid derivatives, we successfully applied <i>N</i>-methyliminodiacetic acid (MIDA) boronates as key reagents,
obtaining the qpy ligands in good yields up to (quasi)Âgram quantities.
The structural, spectroscopic (NMR and UV–vis), electrochemical,
and electronic characteristics of the qpy have been experimentally
and computationally (DFT) investigated. The easy access to the bis-thiocyanato
RuÂ(II) complex of the parent species of the qpy series, through an
efficient route which bypasses the use of Sephadex column chromatography,
is shown. The bis-thiocyanato RuÂ(II) complex has been spectroscopically
(NMR and UV–vis), electrochemically, and computationally investigated,
relating its properties to those of previously reported RuÂ(II)–qpy
complexes