19606-94-1Relevant academic research and scientific papers
Electrochemical and electrochromic properties of arylene diimide dyes with N-phenylphenothiazine units
Hsiao, Sheng-Huei,Huang, Yan-Ru
, (2022/01/06)
Five arylene diimides containing N-phenylphenothiazine or N-phenyl-3,7-di-tert-butylphenothiazine units as N-substituents, coded as PTZ-PMDI, PTZ-NTDI, tBuPTZ-PMDI, tBuPTZ-NTDI and tBuPTZ-PTDI, were synthesized from condensation of N-(4-aminophenyl)phenot
N-Arylphenothiazines as strong donors for photoredox catalysis – pushing the frontiers of nucleophilic addition of alcohols to alkenes
Speck, Fabienne,Rombach, David,Wagenknecht, Hans-Achim
supporting information, p. 52 - 59 (2019/01/28)
A new range of N-phenylphenothiazine derivatives was synthesized as potential photoredox catalysts to broaden the substrate scope for the nucleophilic addition of methanol to styrenes through photoredox catalysis. These N-phenylphenothiazines differ by their electron-donating and electron-withdrawing substituents at the phenyl group, covering both, σ and π-type groups, in order to modulate their absorbance and electrochemical characteristics. Among the synthesized compounds, alkylaminylated N-phenylpheno-thiazines were identified to be highly suitable for photoredox catalysis. The dialkylamino substituents of these N-phenylpheno-thiazines shift the estimated excited state reduction potential up to ?3.0 V (vs SCE). These highly reducing properties allow the addition of methanol to α-methylstyrene as less-activated substrate for this type of reaction. Without the help of an additive, the reaction conditions were optimized to achieve a quantitative yield for the Markovnivkov-type addition product after 20 h of irradiation.
Heteroatom-mediated performance of dye-sensitized solar cells based on T-shaped molecules
Damaceanu, Mariana-Dana,Constantin, Catalin-Paul,Bejan, Andra-Elena,Mihaila, Mihai,Kusko, Mihaela,Diaconu, Cristian,Mihalache, Iuliana,Pascu, Razvan
, p. 15 - 31 (2019/03/14)
Two novel “sister” organic dyes featuring a T-shape molecular pattern based on phenothiazine/phenoxazine and triphenylamine framework as electron donor core and cyanoacrylic acid as acceptor and anchoring group were designed, synthesized and thoroughly ch
Logic-Controlled Radical Polymerization with Heat and Light: Multiple-Stimuli Switching of Polymer Chain Growth via a Recyclable, Thermally Responsive Gel Photoredox Catalyst
Chen, Mao,Deng, Shihong,Gu, Yuwei,Lin, Jun,MacLeod, Michelle J.,Johnson, Jeremiah A.
supporting information, p. 2257 - 2266 (2017/02/23)
Strategies for switching polymerizations between “ON” and “OFF” states offer new possibilities for materials design and fabrication. While switching of controlled radical polymerization has been achieve using light, applied voltage, allosteric effects, ch
Enhanced near-infrared electrochromism in triphenylamine-based aramids bearing phenothiazine redox centers
Yen, Hung-Ju,Liou, Guey-Sheng
supporting information; experimental part, p. 9886 - 9894 (2011/05/11)
A series of organosoluble polyamides based on N-phenothiazinylphenyl redox units showing anodically electrochromic characteristics both in the near-infrared (NIR) and visible light regions were prepared from the phosphorylation polyamidation reactions of
Making a Molecular Wire: Charge and Spin Transport through para-Phenylene Oligomers
Weiss, Emily A.,Ahrens, Michael J.,Sinks, Louise E.,Gusev, Alexey V.,Ratner, Mark A.,Wasielewski, Michael R.
, p. 5577 - 5584 (2007/10/03)
Functional molecular wires are essential for the development of molecular electronics. Charge transport through molecules occurs primarily by means of two mechanisms, coherent superexchange and incoherent charge hopping. Rates of charge transport through
Nucleophilic Aromatic Substitution Reactions with Carbanions and Nitranions in Dimethyl Sulfoxide Solution
Bordwell, Frederick G.,Hughes, David L.
, p. 5991 - 5997 (2007/10/02)
Rate constants for SNAr reactions between families of substituted fluorenide carbanions and phenothiazinide nitranions and p-NO2C6H4X (X = F, Cl, Br, I, and PhO) have been measured in Me2SO solution and compared with literature data for SNAr reactions of families of oxanion and thianion nucleophiles.The Bronsted βNu values for SNAr reactions are in the range 0.5-0.7, distinctly larger than those for SN2 reactions (0.2-0.5) but no so large as to indicate an electron-transfer mechanism (βNu = 1).Although the size of βNu is believed to be associated with the extent of charge transfer and bonding in the transition state, no charge-transfer (CT) bands were observed in the carbanion reactions.For anions at the same basicity the order of donor-atom effects was observed to S- >> C- > O- > N-.This order is the same as that usually observed in SN2 reactions, but the spread in reactivity is of the order of E9 compared E5.The larger spread is believed to be associated with a larger steric effect.For SNAr reactions, increasing steric effects in G of 9-GFl- (Fl- = fluorenide) ions along the series 9-MeFl- - > 9-(C6H5)Fl- - caused a rate retardation of E5 compared to E2.4 for SN2 reactions.No evidence for a buildup of a carbanion intermediate, Nu(X)C6H4NO2-, was observed in instances where the basicities of Nu- and X- are nearly equal.
