58358-51-3Relevant articles and documents
N-Methylphenothiazine S-Oxide Enabled Oxidative C(sp2)–C(sp2) Coupling of Boronic Acids with Organolithiums via Phenothiaziniums
Yoshida, Tatsuki,Honda, Yuki,Morofuji, Tatsuya,Kano, Naokazu
, p. 9664 - 9668 (2021/12/17)
Herein, we report the development of a transition-metal-free oxidative C(sp2)–C(sp2) coupling of readily available boronic acids and organolithiums via phenothiazinium ions. Various biaryl, styrene, and diene derivatives were obtained using this reaction system. The key to this process is N-methylphenothiazine S-oxide (PTZSO), which allows efficient conversion of boronic acids to phenothiazinium ions. The mechanism of phenothiazinium formation using PTZSO was investigated using theoretical calculations and experiments, which provided insight into the unique reactivity of PTZSO.
Photophysical Properties of Silyl-Substituted Stilbene Derivatives
Maeda, Hajime,Horikoshi, Ryo,Yamaji, Minoru,Furuyama, Taniyuki,Segi, Masahito
supporting information, p. 3410 - 3422 (2020/06/17)
The effects of silyl groups on the structural, absorption, fluorescence, and photoisomerization properties of stilbenes were investigated. In comparison to that of the parent stilbene (1), fluorescence quantum yields (Φf) of Me3Si-substituted stilbenes 2–4 and 6 in solution were higher. Derivative 5, in which Me3Si groups are present at all ortho positions of the arene moieties, did not fluoresce at room temperature. The absorption and fluorescence wavelength maxima of Me3SiMe2Si-substituted stilbene 7 occurred at longer wavelengths compared to those of the Me3Si analog 2. The results of theoretical calculations showed that this difference is a consequence of an increase in the HOMO energy of 7 caused by orbital interaction between π-system and the σ(Si–Si) orbital. Stilbene 14, with two Me3Si-C≡C groups at both para positions, had a high Φf (0.95). The calculated transition dipole moment (μ) was well correlated with Φf. Derivative 21, which contains Ph2N and Me3SiC≡C groups exhibited solvatofluorochromism because it possesses a twisted intramolecular charge transfer (TICT) excited state in which the Ph2N group and the aromatic ring are orthogonal.
Palladium anchored on guanidine-terminated magnetic dendrimer (G3-Gu-Pd): An efficient nano-sized catalyst for phosphorous-free Mizoroki-Heck and copper-free Sonogashira couplings in water
Khalafi-Nezhad, Ali,Moaddeli, Ali,Niknam, Esmaeil
, (2020/07/25)
In this research, a novel type of Fe3O4&at;silica-supported dendrimer capped by guanidine groups for immobilization of palladium was reported. This novel nano-sized catalyst was characterized by FTIR, TGA, XRD, FESEM, EDX, VSM, XPS and HRTEM methods. Enhanced catalytic activity of the prepared catalyst in Mizoroki-Heck and copper-free Sonogashira coupling reactions were evaluated in water as a green solvent. The influence of the various reaction parameters such as catalyst dosage, time and temperature on two mentioned C–C coupling reactions were studied. Results showed that the catalyst could be easily recovered by simple separation by an external magnet and reused for five cycles of recovery without considerable losing of its activity.