15546-43-7Relevant articles and documents
Towards an understanding of structure-property relationships in holetransport materials: The influence of molecular conformation on oxidation potential in poly(arvl)amines
Low, Paul J.,Paterson, Michael A. J.,Yufit, Dmitry S.,Howard, Judith A. K.,Cherryman, Julian C.,Tackley, Daniel R.,Brook, Robert,Brown, Bev
, p. 2304 - 2315 (2005)
The influence of molecular conformation on the oxidation (ionisation) potential and electronic structure associated with several TPD-style hole transport materials has been assessed through a combination of single crystal X-ray diffraction, electrochemical and spectroelectrochemical methods and DFT calculations. The introduction of methyl groups can be used to tune the ionisation potential of these molecular species through a combination of electronic (inductive) and thermodynamic effects, while the conformation of the biphenyl portion of the molecular framework is found to play the greatest role in determining the Marcus-type reorganisation energy associated with the charge transport process on the molecular level. The Royal Society of Chemistry 2005.
Pulse-electrolysis stopped-flow method for the electrospectroscopic analysis of short-lived intermediates generated in the electrooxidation of triphenylamine
Oyama, Munetaka,Nozaki, Koichi,Okazaki, Satoshi
, p. 1387 - 1392 (1991)
A new analytical method was developed for the electrochemical and spectroscopic analyses of short-lived intermediates generated during electrochemical processes. Manyfaceted conclusions can be drawn from spectroscopic measurements after pulse electrolysis with a column electrode; e.g. dynamic transformation profiles of absorption spectra correspond to the applied potential. The fundamental characteristics of this method are described in detail. Electrolytic efficiency in the carbon-wool column electrode was evaluated in controlled-potential and controlled-current pulse electrolysis of the tetracyanoquinodimethane anion radical (TCNQ*-). In the controlled-potential operation, 0.11 mM TCNQ*-, was electrolyzed quantitatively within 200 ms. Up to 2.2 mM, the controlled-current operation permitted quantitative electrolysis with a 50-ms current pulse. Kinetic analysis of the dimerization reaction of the triphenylamine (TPA) cation radical (TPA*+) was carried out by this method. The pure solution containing only TPA*+ was successfully prepared by pulse electrolysis without any Interference by the consecutive reactions. Therefore the absorption coefficient of TPA*+ was easily determined and the dimerization rate constant of TPA*+ was quite simply analyzed by following the absorbance decay of TPA*+. The effect of the parent molecules on the reaction was also clarified by mixing TPA and TPA*+ solutions.
Oligomerization of aromatic tertiary amines
Sato, Hisaya,Kanegae, Aiko,Yamaguchi, Ryoji,Ogino, Kenji,Kurjata, Jan
, p. 79 - 80 (1999)
The oligomerization of some tertiary aromatic amines was studied using ferric chloride in a variety of solvent. The predominant dimer formation of triphenylamine (TPA) was observed in chloroform at O °C where concentration of TPA was 0.125 mmol/l and the molar ratio of ferric chloride to TPA was 4. Except for N-methyldiphenylamine, high molecular weight oligomers were formed in a variety of solvents.
Catalytic and Aerobic Oxidative Biaryl Coupling of Anilines Using a Recyclable Heterogeneous Catalyst for Synthesis of Benzidines and Bicarbazoles
Matsumoto, Kenji,Toubaru, Yasunori,Tachikawa, Shohei,Miki, Ayaka,Sakai, Kentaro,Koroki, Syota,Hirokane, Tsukasa,Shindo, Mitsuru,Yoshida, Masahiro
supporting information, p. 15154 - 15166 (2020/12/23)
In this study, a heterogeneous rhodium-catalyzed oxidative homocoupling reaction of anilines utilizing molecular oxygen as the sole oxidant is reported. Employing a commercially available and recyclable Rh/C catalyst enabled the oxidative dimerization of various anilines, including N,N-disubstituted and N-monosubstituted anilines, as well as diarylamines, triarylamines, and carbazoles. Additionally, the catalytic protocol was extended to the ortho-ortho coupling of anilines, affording 2,2′-diaminobiphenyls with high regioselectivity. Notably, the developed approach provides rapid access to diversely functionalized benzidines and diaminobiphenyls in an operationally simple, practical, and environmentally friendly manner.
Electron-Catalyzed Coupling of Magnesium Amides with Aryl Iodides
Kiriyama, Kazuya,Okura, Keisho,Tamakuni, Fumiko,Shirakawa, Eiji
supporting information, p. 4519 - 4522 (2018/03/13)
An electron was found to catalyze the coupling of magnesium diarylamides with aryl iodides giving triarylamines through a radical-anion intermediate. The transformation requires no transition metal catalysts or additives, and a wide array of products are formed in good-to-excellent yields.
