85575-96-8Relevant academic research and scientific papers
Double-helical Complexes from Simple 2,2':6',2''-Terpyridines; the Crystal and Molecular Structure 2 (Ph2tpy = 6,6''-diphenyl-2,2':6',2''-terpyridine)
Constable, Edwin C.,Edwards, Andrew J.,Hannon, Michael J.,Raithby, Paul R.
, p. 1991 - 1992 (1994)
2,2':6',2''-Terpyridines form dinuclear complexes with copper(I) which are double-helical; the introduction of 6-phenyl substituents stabilises the helicate, and the crystal and molecular structure of 2 described.
Iron-catalyzed hydrogen production from formic acid
Boddien, Albert,Loges, Bjoern,Gaertner, Felix,Torborg, Christian,Fumino, Koichi,Junge, Henrik,Ludwig, Ralf,Beller, Matthias
experimental part, p. 8924 - 8934 (2010/08/21)
Hydrogen represents a clean energy source, which can be efficiently used in fuel cells generating electricity with water as the only byproduct. However, hydrogen generation from renewables under mild conditions and efficient hydrogen storage in a safe and reversible manner constitute important challenges. In this respect formic acid (HCO2H) represents a convenient hydrogen storage material, because it is one of the major products from biomass and can undergo selective decomposition to hydrogen and carbon dioxide in the presence of suitable catalysts. Here, the first light-driven iron-based catalytic system for hydrogen generation from formic acid is reported. By application of a catalyst formed in situ from inexpensive Fe3(CO)12, 2,2′:6′2′′-terpyridine or 1,10-phenanthroline, and triphenylphosphine, hydrogen generation is possible under visible light irradiation and ambient temperature. Depending on the kind of N-ligands significant catalyst turnover numbers (>100) and turnover frequencies (up to 200 h-1) are observed, which are the highest known to date for nonprecious metal catalyzed hydrogen generation from formic acid. NMR, IR studies, and DFT calculations of iron complexes, which are formed under reaction conditions, confirm that PPh3 plays an active role in the catalytic cycle and that N-ligands enhance the stability of the system. It is shown that the reaction mechanism includes iron hydride species which are generated exclusively under irradiation with visible light.
Phenyl-substituted 2,2′:6′,2″-terpyridine as a new series of fluorescent compounds - Their photophysical properties and fluorescence tuning
Mutai, Toshiki,Cheon, Jin-Dong,Arita, Shinpei,Araki, Koji
, p. 1045 - 1050 (2007/10/03)
Several phenyl-substituted 2,2′:6′,2″-terpyridines (tpy) were synthesized and it was found that 4′-phenyl tpy (ptp, 3) exhibited the most effective fluorescence, whose quantum yield was up to 0.64 in cyclohexane. For further study on tuning the fluorescence properties of ptp, different substituents were introduced into the p-position of the phenyl group. While Br- 10, Cl- 11, and CH3-ptp 12 showed their absorption and fluorescence in the same region as 3, those of NH2- 14 and Me2N-ptp 15 were observed at much longer wavelengths. In addition, fluorescence maxima of 14 and 15 showed large (> 130 nm) solvent dependence. The difference between ground and excited state dipole moment (Δμ) for 15 was estimated to be 15.2 D by the Lippert-Mataga equation, indicating the intramolecular charge transfer (ICT) process. Semi-empirical MO calculation (MOPAC/AM1) demonstrated that the HOMO-1, HOMO and LUMO of 3, 10-12 were mainly localized on the phenyl (πph), tpy (πtpy) and tpy (π*tpy) part, respectively, indicating that the lowest energy absorption band of 3, 10-12 was the local excitation (πtpy-π*tpy). In the case of 14 and 15, which have an electron-donating substituent, πph instead of πtpy became the HOMO. Thus, the lowest energy absorption of 14 and 15 was an ICT transition (πph-π*tpy), and a large red shift of the fluorescence occurred. In these compounds, the energy level of πph is controlled without affecting that of πtpy and π*tpy, suggesting a novel approach for tuning the color of fluorescence.
Control of iron(II) spin states in 2,2′:6′,2″-terpyridine complexes through ligand substitution
Constable, Edwin C.,Baum, Gerhard,Bill, Eckhard,Dyson, Raylene,Van Eldik, Rudi,Fenske, Dieter,Kaderli, Susan,Morris, Darrell,Neubrand, Anton,Neuburger, Markus,Smith, Diane R.,Wieghardt, Karl,Zehnder, Margareta,Zuberbuehler, Andreas D.
, p. 498 - 508 (2007/10/03)
A series of 6-and 6,6″-arylsubstituted 2,2′:6′,2″-terpyridine ligands and their iron(II) complexes have been prepared. The introduction of phenyl substituents at both the 6-and 6″-positions leads exclusively to the formation of orange high-spin iron(II) c
DIRECT SYNTHESIS OF DISUBSTITUTED AROMATIC POLYIMINE CHELATES
Dietrich-Buchecker, C. O.,Marnot, P. A.,Sauvage, J. P.
, p. 5291 - 5294 (2007/10/02)
The reaction of an alkyl- or aryl-lithium with 1,10-phenanthroline followed by hydrolysis and rearomatisation with manganese dioxide gives good yields of the 2,9-disubstituted product.This synthetic method has been extended to other polyimines such as 2,2'-bipyridine, 2,2',6',2''-terpyridine and 1,8-naphtyridine.
