10602-01-4Relevant articles and documents
Phosphine-based push-pull AIE fluorophores: Synthesis, photophysical properties, and TD-DFT studies
Andraud, Chantal,Bretonnière, Yann,Colinet, Pauline,Jeanneau, Erwan,Le Bahers, Tangui,Rémond, Maxime
, (2021)
Herein, we report the design and characterization of a novel series of four push-pull fluorophores using diphenylphosphino as an electron-donating terminal group (P-chromophores). The spectroscopic properties in solution, the aggregation-induced emission
I2-mediated photochemical preparation of 2-substituted 1,3-dioxolanes and tetrahydrofurans from alcohols with polymer-supported hypervalent iodine reagent, PSDIB
Teduka, Tomomasa,Togo, Hideo
, p. 923 - 926 (2005)
Various 2-substituted 1,3-dioxolanes, 1,3-dioxanes, and tetrahydrofurans were obtained selectively in good to moderate yields from the corresponding alcohols with PSDIB in the presence of iodine under irradiation conditions. Moreover, PSDIB was repeatedly used for the same reactions keeping good yield of the cyclic product.
Acetalization of aldehydes and ketones over H4[SiW 12O40] and H4[SiW12O 40]/SiO2
Zhao, Shen,Jia, Yueqing,Song, Yu-Fei
, p. 2618 - 2625 (2014)
H4[SiW12O40] (H-SiW12) is demonstrated to be able to efficiently catalyze the acetalization of aldehydes and ketones with ethylene glycol and 1,3-propanediol. Nevertheless, the possible leaching and the recycling of H-SiW12 are two major disadvantages that largely restrict its further application in industry. Moreover, H 4[SiW12O40] tends to deactivate strong proton sites due to the small surface area of 10 m2 g-1. Due to interactions with surface silanol groups, the proton sites of polyoxometalates (POMs) on SiO2 are less susceptible to deactivation. As such, immobilization of H4[SiW12O40] onto SiO 2 leads to the heterogeneous catalyst H4[SiW 12O40]/SiO2 (H-SiW12/SiO 2), which can catalyze the acetalization of aldehydes and ketones with ethylene glycol and 1,3-propanediol selectively and efficiently without the need of a drying agent. The acetalization process can proceed smoothly at a relatively low temperature under solvent-free conditions. The catalyst of H 4[SiW12O40]/SiO2 can be recycled at least ten times without an obvious decrease in its catalytic activity. As far as we know, the TONs of the H-SiW12/SiO2-catalyzed acetalization of cyclohexanone with ethylene glycol, and benzaldehyde with 1,3-propanediol are the highest reported so far.
Anode interlayer in organic photovoltaics: Narrow bandgap small molecular materials as exciton-blocking layer
Golder, Jan,Lin, Chiao-Wen,Chen, Chin-Ti
, p. 1550 - 1560 (2019)
Six materials were used as an interlayer at the anode side (anode interlayer [AIL]) of an archetypical planar heterojunction organic solar cell (OSC). In addition to two conventional wide bandgap hole transport materials (HTMs), tris(4-carbazol-9-ylphenyl
Synthesis of valsartan via decarboxylative biaryl coupling
Goossen, Lukas J.,Melzer, Bettina
, p. 7473 - 7476 (2007)
(Chemical Equation Presented) An efficient synthesis of the angiotensin II inhibitor valsartan (Diovan) is presented. Two routes were evaluated, both making use of an advanced version of our decarboxylative coupling for the construction of the biaryl moiety. Thus, in the presence of a catalyst system consisting of copper(II) oxide, 1,10-phenanthroline, and palladium(II) bromide, 2-cyanocarboxylic acid was coupled with 1-bromo(4-dimethoxymethyl)benzene in 80% yield and with 4-bromotoluene in 71% yield. The valsartan synthesis using 1-bromo(4-dimethoxymethyl)benzene was completed in four steps overall with a total yield of 39%, via a novel route that presents substantial economical and ecological advantages over the literature process, as it is more concise and stoichiometric amounts of expensive organometallic reagents are avoided.
Driving an equilibrium acetalization to completion in the presence of water
Minakawa, Maki,Yamada, Yoichi M. A.,Uozumi, Yasuhiro
, p. 36864 - 36867 (2014)
Formation of an acetal from a carbonyl substrate by condensation with an alcohol is a classical reversible equilibrium reaction in which the water formed must be removed to drive the reaction to completion. A new method has been developed for acetalization of carbonyl substrates by diols in the presence of water. Complexation of poly(4-styrenesulfonic acid) with poly(4-vinylpyridine) generates a catalytic membrane of polymeric acid at the interface between two parallel laminar flows in a microchannel of a microflow reactor. The catalytic membrane provides a permeable barrier between the organic layer and water-containing layer in the reaction, and permits discharge of water to the outlet of the microreactor to complete the acetalization. Condensation of a variety of carbonyl substrates with diols proceeded in the presence of water in the microflow device to give the corresponding acetals in yields of up to 97% for residence times of 19 to 38 s. the Partner Organisations 2014.
Carbosulfenylation of Alkenes with Organozinc Reagents and Dimethyl(methylthio)sulfonium Trifluoromethanesulfonate
Tang, Meizhong,Han, Shuxiong,Huang, Shenglan,Huang, Shenlin,Xie, Lan-Gui
, p. 9729 - 9734 (2020)
The electrophilic alkylthiolation of alkenes, initiated by dimethyl(methylthio)sulfonium salts and the subsequent addition of various heteronucleophilies has been well-established. Regarding the use of carbon nucleophiles, however, only carefully designed sp-type carbon sources have been successfully applied. We herein present our findings on the methylthiolation of alkenes with dimethyl(methylthio)sulfonium trifluoromethanesulfonate, followed by carbon-carbon bond formation in the presence of organozinc reagents, thus achieving a catalyst-free protocol toward to the carbosulfenylation of alkenes.
Bis(perfluorooctanesulfonyl)imide supported on fluorous silica gel: Application to protection of carbonyls
Hong, Mei,Xiao, Guomin
, p. 121 - 126 (2012)
The immobilization of bis(perfluorooctanesulfonyl)imide (HNPf2) on fluorous silica gel (FSG) and its utilization in protection of carbonyls have been investigated. This system is reasonably general and can be applied to converting several carbonyls to the corresponding acetals and ketals in good to excellent yields. There is no need for the use of anhydrous solvents or inert atmosphere. Recycling studies have shown that the FSG-supported HNPf2 catalyst can be readily recovered and reused several times without significant loss of activity.
Complete Monitoring of Coherent and Incoherent Spin Flip Domains in the Recombination of Charge-Separated States of Donor-Iridium Complex-Acceptor Triads
Klein, Johannes H.,Schmidt, David,Steiner, Ulrich E.,Lambert, Christoph
, p. 11011 - 11021 (2015)
The spin chemistry of photoinduced charge-separated (CS) states of three triads comprising one or two triarylamine donors, a cyclometalated iridium complex sensitizer and a naphthalene diimide (NDI) acceptor, was investigated by transient absorption spectroscopy in the ns-μs time regime. Strong magnetic-field effects (MFE) were observed for two triads with a phenylene bridge between iridium complex sensitizer and NDI acceptor. For these triads, the lifetimes of the CS states increased from 0.6 μs at zero field to 40 μs at about 2 T. Substituting the phenylene by a biphenyl bridge causes the lifetime of the CS state at zero field to increase by more than 2 orders of magnitude (τ = 79 μs) and the MFE to disappear almost completely. The kinetic MFE was analyzed in the framework of a generalized Hayashi-Nagakura scheme describing coherent (S, T0 虠 T±) as well as incoherent (S, T0 ? T±) processes by a single rate constant k±. The magnetic-field dependence of k± of the triads with phenylene bridge spans 2 orders of magnitude and exhibits a biphasic behavior characterized by a superposition of two Lorentzians. This biphasic MFE is observed for the first time and is clearly attributable to the coherent (B 10 mT) and incoherent (10 mT B 2 T) domains of spin motion induced by isotropic and anisotropic hyperfine coupling. The parameters of both domains are well understood in terms of the structural properties of the two triads, including the effect of electron hopping in the triad with two donor moieties. The kinetic model also accounts for the reduction of the MFE on reducing the rate constant of charge recombination in the triad with the biphenyl bridge. (Graph Presented).
Triphenylphosphine-Based Covalent Organic Frameworks and Heterogeneous Rh-P-COFs Catalysts
Liu, Yubing,Dikhtiarenko, Alla,Xu, Naizhang,Sun, Jiawei,Tang, Jie,Wang, Kaiqiang,Xu, Bolian,Tong, Qing,Heeres, Hero Jan,He, Songbo,Gascon, Jorge,Fan, Yining
, p. 12134 - 12139 (2020)
The synthesis of phosphine-based functional covalent organic frameworks (COFs) has attracted great attention recently. Herein, we present two examples of triphenylphosphine-based COFs (termed P-COFs) with well-defined crystalline structures, high specific surface areas, and good thermal stability. Furthermore, rhodium catalysts with these P-COFs as support material show high turnover frequency for the hydroformylation of olefins, as well as excellent recycling performance. This work not only extends the phosphine-based COF family, but also demonstrates their application in immobilizing homogeneous metal-based (e.g., Rh-phosphine) catalysts for application in heterogeneous catalysis.
