138219-98-4Relevant articles and documents
Synthesis of perfluoroalkylated bipyridines - New ligands for oxidation reactions under fluorous triphasic conditions
Quici, Silvio,Cavazzini, Marco,Ceragioli, Silvia,Montanari, Fernando,Pozzi, Gianluca
, p. 3647 - 3650 (1999)
Fluorous soluble bipyridines bearing two perfluoroalkylated side chains in the 6,6'- or 4,4'-positions have been prepared in good yields via etherification of 6,6'-bis(chloromethyl)-2,2'-bipyridine or C-alkylation of 6,6'-dimethyl-2,2'-bipyridine. The new
Synthesis and characterization of bifunctional polymers carrying tris(bipyridyl)ruthenium(II) and triphenylamine units
Peter, Katja,Thelakkat, Mukundan
, p. 1779 - 1785 (2003)
The synthesis, characterization, and properties of a highly soluble bifunctional polymer are described in which a tris(bipyridyl)Ru(II) unit acts as dye and triphenylamine units act as charge transport moieties. First a macroligand, a bipyridine carrying two poly(4-bromostyrene) chains, was synthesized by atom transfer radical polymerization (ATRP) of 4- bromostyrene in bulk using CuCl/PMDETA as the catalytic system and bis(chloromethyl) bipyridine as the initiator. The target polymer was then obtained via a polymer amination reaction in which the bromophenyl group was converted into a triphenylamine followed by metallation of the bipyridine unit of the macroligand with Ru(II) bis(bipyridine). The reaction conditions of ATRP and polymer amination reaction were optimized, and the degree of conversion for both steps was determined by gas chromatography (GC) analysis of rest monomer content and elemental analysis of unreacted bromine, respectively. The control in molecular weight was achieved maintaining a narrow distribution in the desired low molecular weight range of bulk polymerization of 4-bromostyrene. The polymer amination reaction using the Pd(OAc)2 and P(t-Bu)3 system was found to be very efficient, and the reaction was complete within 2 h. The metallation reaction could be followed by UV/vis spectroscopy. MALDI-TOF MS of the three polymers was carried out to obtain absolute molecular weights and their distribution. A comparison of these molecular weights gave additional information about the degree of polymer amination and metallation reaction. The thermal properties of the different polymers suggest that the thermal stability as well as the glass transition temperature increases from the starting macroligand which carries poly(4-bromostyrene) chains to the intermediate polymer having poly(vinyltriphenylamine) chains and finally to the bifunctional Ru(II) polymer complex.
High-turnover visible-light photoreduction of CO2 by a Re(i) complex stabilized on dye-sensitized TiO2
Ha, Eun-Gyeong,Chang, Jeong-Ah,Byun, Sung-Min,Pac, Chyongjin,Jang, Dong-Myung,Park, Jeunghee,Kang, Sang Ook
, p. 4462 - 4464 (2014)
Hybrid systems prepared by fixing a Re(i) complex and a dye on three types of TiO2 nanoparticles in two different ways commonly revealed persistent photocatalysis of the CO2 reduction to CO with no levelling-off tendency under visible-light irradiation in DMF, giving a turnover number of ≥435. This journal is the Partner Organisations 2014.
Highly Robust Hybrid Photocatalyst for Carbon Dioxide Reduction: Tuning and Optimization of Catalytic Activities of Dye/TiO2/Re(I) Organic-Inorganic Ternary Systems
Won, Dong-Il,Lee, Jong-Su,Ji, Jung-Min,Jung, Won-Jo,Son, Ho-Jin,Pac, Chyongjin,Kang, Sang Ook
, p. 13679 - 13690 (2015)
Herein we report a detailed investigation of a highly robust hybrid system (sensitizer/TiO2/catalyst) for the visible-light reduction of CO2 to CO; the system comprises 5′-(4-[bis(4-methoxymethylphenyl)amino]phenyl-2,2′-dithiophen-5-yl)cyanoacrylic acid as the sensitizer and (4,4′-bis(methylphosphonic acid)-2,2′-bipyridine)ReI(CO)3Cl as the catalyst, both of which have been anchored on three different types of TiO2 particles (s-TiO2, h-TiO2, d-TiO2). It was found that remarkable enhancements in the CO2 conversion activity of the hybrid photocatalytic system can be achieved by addition of water or such other additives as Li+, Na+, and TEOA. The photocatalytic CO2 reduction efficiency was enhanced by approximately 300% upon addition of 3% (v/v) H2O, giving a turnover number of ≥570 for 30 h. A series of Mott-Schottky (MS) analyses on nanoparticle TiO2 films demonstrated that the flat-band potential (Vfb) of TiO2 in dry DMF is substantially negative but positively shifts to considerable degrees in the presence of water or Li+, indicating that the enhancement effects of the additives on the catalytic activity should mainly arise from optimal alignment of the TiO2 Vfb with respect to the excited-state oxidation potential of the sensitizer and the reduction potential of the catalyst in our ternary system. The present results confirm that the TiO2 semiconductor in our heterogeneous hybrid system is an essential component that can effectively work as an electron reservoir and as an electron transporting mediator to play essential roles in the persistent photocatalysis activity of the hybrid system in the selective reduction of CO2 to CO.
D-π-A-A-π-D prototype 2,2′-bipyridine dyads exhibiting large structure and environment-sensitive fluorescence: Synthesis, photophysics, and computation
Sarma, Monima,Chatterjee, Tanmay,Ghanta, Susanta,Das, Samar K.
scheme or table, p. 432 - 444 (2012/02/16)
A series of 4,4′-π-conjugated-2,2′-bipyridine chromophores (MS 1-8) were synthesized, and their photophysical and thermal properties were investigated. The title "push-pull' chromophores", except MS 1, were integrated with both alkoxy and alkylamino donor functionalities that differ in their donation capabilities. The oligophenylenevinylene (OPV) chromophores MS 4-8 are associated with a π-extended backbone in which the position and the number of alkoxy donors were systematically varied. All of the studied systems possess a D-π-A-A-π-D dyad archetype in which the A-A is the central 2,2′-bipyridine acceptor core that is electronically attached with the donor termini through π-linkers. The fluorescence quantum yields of the synthesized chromophores are found to be sensitive to the molecular archetype and the solvent medium. Out of the eight fluorescent compounds reported in this article, the compound MS 5 exhibits fluorescence in the solid state also. The modulating effect of the nature, position, and number of donor functionalities on the optical properties of these classes of compounds has further been comprehended on the basis of DFT and TD-DFT computation in a solvent reaction field.
2,2-bipyridine ligand, sensitizing dye and dye sensitized solar cell
-
, (2011/05/05)
A dye sensitized solar cell, comprising a-heteroleptic polypyridil complex of Ru, Os or Fe. The donating ligand has an extended conjugated n-system increasing the light absorbance and keeing the LUMO energy level higher than that of the anchoring ligand. A compacting compound whose molecular structure comprises a terminal group, a hydrophobic part and an anchoring′ group may be co-adsorbed together with the dye on the semi-conductive metal oxide layer of the photoanode, forming a dense mixed self-assembled monolayer.
Synthesis and characterization of tris(heteroleptic) Ru(II) complexes bearing styryl subunits
Myahkostupov, Mykhaylo,Castellano, Felix N.
experimental part, p. 9714 - 9727 (2011/10/30)
We have developed and optimized a well-controlled and refined methodology for the synthesis of substituted π-conjugated 4,4′-styryl-2,2′- bipyridine ligands and also adapted the tris(heteroleptic) synthetic approach developed by Mann and co-workers to pro
Synthesis and photo-physical properties of methoxy-substituted π-conjugated-2,2′-bipyridines
Chatterjee, Tanmay,Sarma, Monima,Das, Samar K.
supporting information; scheme or table, p. 1985 - 1988 (2010/06/21)
4,4′-Bis-vinyl-2,2′ bipyridines have been known in the area of materials chemistry since last few decades. Bipyridine molecules bearing donor substituents in their π backbone are examples of 'push-pull' molecules. Emissive properties of such ligands depen
Convenient synthesis of functionalized 4,4′-disubstituted-2,2′- bipyridine with extended π-system for dye-sensitized solar cell applications
Klein, Cédric,Baranoff, Etienne,Nazeeruddin, Md. Khaja,Gr?tzel, Michael
experimental part, p. 6161 - 6165 (2011/01/04)
Exploration of new ruthenium-based sensitizers for dye-sensitized solar cell (DSC) applications requires an easy access to multifunctionalized ligands for efficient screening of sensitizers' properties. Based on the Horner-Emmons-Wadsworth reaction, a convenient synthetic route for the extension of the π-system on 4,4′-disubstituted-2,2′-bipyridines was used to develop a novel series of functionalized 2,2′-bipyridine ligands with either electron-withdrawing or donating end-capping group. 1H NMR spectroscopy revealed that all the new bipyridyl ligands were obtained exclusively in their fully E isomers.
