194416-44-9

Upstream product

• 194416-43-8 N,N-Bis-(4-methoxy-phenyl)-benzene-1,3-diamine 
• 696-62-8 para-iodoanisole 
• 99-09-2 3-nitro-aniline 
• 189764-89-4 3-nitro-N,N-di(4-methoxyphenyl)benzenamine 
• 591-19-5 m-Bromoaniline 
• 591-18-4 1-Bromo-3-iodobenzene 
• 101-70-2 bis(4-methoxyphenyl)amine 

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• 185014-40-8 N³,N³,N^4',N^4'-Tetrakis-(4-methoxy-phenyl)-biphenyl-3,4'-diamine 

Relevant academic research and scientific papers

A photoinduced mixed-valence state in an organic bis-triarylamine mixed-valence compound with an iridium-metal-bridge

Upon irradiation a mixed-valence (MV) state is formed in a donor-iridium(iii)-acceptor triad by a photoinduced electron transfer process. The resulting radical and intervalence charge transfer (IV-CT) absorptions cover a wide spectral range (3200-400 nm). These results were supported by spectroelectrochemistry, fs-time resolved pump-probe spectroscopy and assisted by TD-DFT calculations. the Partner Organisations 2014.

Charge and spin confinement to the amine site in 3-connected triarylamine vinyl ruthenium conjugates

The triarylamine vinyl ruthenium conjugate (4-OMeC6H 4)2N{C6H4-3-CHi - -CH-RuCl(CO)(PiPr3)2} (m-1) has been prepared and investigated in its neutral and one-electron-oxidized states. Comparison with tris(4-anisylamine), An3N, and the related 4-methoxystyryl complex 4-OMeC6H4-CHi - -CH-RuCl(CO)(P iPr3)2, 2, shows that the intrinsic formal potentials of the two nonidentical redox-active subunits of complex m-1 (triarylamine and vinyl ruthenium) are very similar. Complex m-1 is oxidized in two consecutive one-electron waves with a half-wave potential splitting of 320 mV. Detailed investigations of the one-electron-oxidized radical cation m-1 ?+ by IR and EPR spectroscopy and by quantum chemical calculations as well as comparison to An3N?+ and 2?+ indicate that the charge and the unpaired spin of m-1 ?+ are dominantly located on the triarylamine site. This is in stark contrast to the previously published para isomer p-1?+, which, despite the nonidentical redox sites, is a fully delocalized mixed-valent system of Class III. As a consequence of partial charge localization, the low-energy absorption bands in the near-infrared assume the character of ruthenium or styryl ruthenium to triarylamine intervalence charge-transfer (IVCT) transitions with significantly diminished absorptivities compared to the highly intense charge resonance bands of p-1?+. Hush analysis of the IVCT bands indicates that m-1?+ is a significantly coupled mixed-valent system of Class II. The crystallographically determined structures of complexes m-1 and 2 and of the amine precursor (4-OMeC6H 4)2N(C6H4Br-3) (An2N-Br) are also reported.

Isomeric triarylamine-ferrocene mixed-valence systems: Syntheses, structural-(spectro)electrochemical analysis, and theoretical calculations

Six novel triarylamine (TAA)–ferrocenyl conjugates (1–6) were prepared and characterized using molecular spectroscopic and crystallographic methods. Different species with a corresponding valences of 1n+?6n+ (n = 0, 1) were investigated using cyclic voltammetry, UV–Vis–NIR spectroelectrochemistry, and quantum–chemical calculations. Electrochemical analysis of two groups of isomeric complexes (1–2) and complexes (3–6) revealed that the effective distance between redox–active ferrocenyl and TAA remarkably influenced the redox potential difference (ΔE). NIR peaked at 1142 and 1153 nm from singly oxidized complexes 1+ and 3+, thereby indicating that 1+ and 3+ were stable in CH2Cl2 solution and featured obvious IVCT characters. These findings were proved as NAr3 → Fc charge transfer by TDDFT predictions. Calculations of spin density distribution showed that the monocations 1+?6+ all exhibited remarkably identical charge distributions with dominant metal (Fc)-localized characteristics.

Rutheniumethynyl-Triarylamine Organic?Inorganic Mixed-Valence Systems: Regulating Ru-N Electronic Coupling by Different Aryl Bridge Cores

Four rutheniumethynyl-triarylamine complexes 1–4 with different aryl bridge cores were prepared. The solid structures of complexes 2–4 were fully confirmed by X-ray single-crystal diffraction analysis. Two consecutive one-electron oxidation processes of c

Engineering the Interconnecting Position of Star-Shaped Donor–π–Acceptor Molecules Based on Triazine, Spirofluorene, and Triphenylamine Moieties for Color Tuning from Deep Blue to Green

Pi-conjugated organic molecules featuring the donor–bridge–acceptor (D–π–A) structure have been widely used in semiconducting materials owing to their rigid structure, good thermal stability, excellent charge transfer, and high emission efficiency. To investigate the effect of the D–π–A molecular structure on the photophysical properties, in this contribution, three star-shaped D–π–A isomers based on the 2,4,6-triphenyl-1,3,5-triazine, spirofluorene, and triphenylamine moieties, that is, p-TFTPA, mp-TFTPA, and m-TFTPA, were synthesized by elaborately engineering the interconnecting position in the building-block units. The optophysical properties of these compounds were systematically explored by experiments and theory calculations. Definitively, changing the interconnecting position in these molecules played a significant role in the degree of π conjugation, which resulted in tunable emission colors from deep blue to green. Moreover, these isomers were employed as emissive dopants in organic light-emitting diodes. The highest external quantum efficiency of 2.3 % and current efficiency of 6.2 cd A?1 were achieved by using the p-TFTPA based device. This research demonstrates a feasible way to realize blue emitters by engineering D–π–A conjugation.

Chemoselective amination of bromoiodobenzenes with diarylamines by palladium/Xantphos or ligand-free copper catalysts

We report the chemoselective amination of bromoiodobenzenes with diarylamines by palladium/Xantphos or a ligand-free copper catalyst. The reactions by these two types of catalysts proceeded with a high chemoselectivity and afforded monobrominated triarylamines in good yields. These products are useful intermediates for the synthesis of unsymmetrical bistriarylamines.

Disjoint and coextensive diradical diions

N,N,N',N'-Tetraanisyl-3,3'-diaminobiphenyl and N,N,N',N'-tetraanisyl-3,3'-diaminobiphenyl have been synthesized and their oxidations studied by cyclic voltammetry and EPR spectroscopy.A two-electron oxidation of the former species gives a ? system which is disjoint and oxidation of the latter gives a ? system which is coextensive.Cyckic voltammetry is shown to be a useful tool for reveaaling the difference between the disjoint and coextensive ? systems.The coulombic contribution to the difference between the half-wave potentials for the first and second oxidation steps (ΔE), which measures the 'hole-hole' repulsion energy, was extracted by measuring δE as a function of the relative permittivity of the medium.This was substantially greater in the coextensive case.Both diradical diions gave triplet EPR spectra.A comparison of the cyclic voltammetry of N,N,N',N'-tetraanisyl-3,3'-diaminobiphenyl and that of a high-spin polymer precursor with the same local topology showed that, in the oxidized polymer, the additional hole-hole repulsion energy associated with the coextensive spin-spin distribution is of the order 0.1-0.2 V-a noticeable effect but not one large enough to explain the difficulties that have been encounted in achieving high doping levels in this and related high-spin polymers.