632-51-9Relevant articles and documents
Crystal and molecular structure of benzophenone azine: evidence for an Fe(II) carbene intermediate
Saha, Anjan K.,Hossain, M. Mahmun,Grubisha, Desiree S.,Bennett, Dennis W.
, p. 383 - 388 (1995)
Benzophenone azine crystallizes in the monoclinic space group A2/a (No. 15) with a=16.303(3) Angstroem, b=5.4864(2) Angstroem, c=21.973(5) Angstroem, β=85.52(2)deg, V=1959.4(8) Angstroem3, and Dcalc=1.22 g cm-3 for Z=4.The structure was solved by direct methods and refined against F to a final R value of 0.047.The unit cell contains four molecules of the title compound; the asymmetric unit consists of half a molecule.Despite the high crystallographic symmetry, the two halves of the molecule are not related by a center of symmetry; instead, the molecule adopts C2 symmetry; the molecular C2 axis is coincident with the crystallographic twofold axis.The formation of benzophenone azine from the reaction of the iron-containing Lewis acid complex 5-C5H5)Fe(CO)2(THF)>+ - and diphenyldiazomethane provides strong evidence for an Fe(II) carbene intermediate.KEY WORDS: Azine; azitine; iron(II) carbene; catalyst.
Coupling of geminal dihalides with disodium tetracarbonyl ferrate: A novel reactivity pattern for Collman's reagent
Warner, Kirstin F.,Rehman, Atiq-Ur,Jha, Salil K.,Schnatter, Wayne F. K.
, p. 514 - 515 (1999)
The reaction of gem-dihalides with Na2Fe(CO)4 results in the formation of alkenes instead of the iron(O) carbene complexes.
Radical ions of crownophanes derived from tetraphenylethene. Solution structures and ion-pairing phenomena
Barbosa, Frederique,Peron, Vincent,Gescheidt, Georg,Fuerstner, Alois
, p. 8806 - 8814 (1998)
Radical anions and radical cations of parent tetraphenylethene (1) and its cyclophane derivatives 2-8 were generated by chemical methods. These paramagnetic species were characterized by their ESR and simultaneously recorded optical spectra. The hyperfine coupling constants were substantiated by ENDOR and their signs by general TRIPLE spectroscopy. The structures of the radical ions were established with the help of quantum chemical calculations. The electron distribution in the phane radical ions is closely related to that found for 1.-/1.+. In the radical anions no specific complexation of alkali-metal counterions, K+ and Li+, by the crown-ether moieties could be observed. When the radical cations were generated by oxidation with Tl(III) trifluoroacetate in 1,1,1,3,3,3-hexafluoropropanol, distinctly different ESR spectra were recorded as with the use of other oxidants. This observation is rationalized by the characteristic solvation properties of 1,1,1,3,3,3-hexafluoropropanol.
Synthesis of wholly aromatic polymers possessing tetra-aryl-substituted vinylene units by palladium-catalyzed three-component coupling polymerization
Nakagawa, Kojiro,Tomita, Ikuyoshi
, p. 638 - 639 (2007)
The synthesis of novel wholly aromatic poly(arylenevinylene)s containing tetra-aryl-substituted olefin units in the main chain by the three-component coupling polymerization of aryl dihalides, aryl diboronic acids, and acetylene derivatives is described. For instance, a polymer (Mn = 2600, M w/Mn = 1.6) was obtained in a 76% yield by the polymerization of 1,4-diiodobenzene, diphenylacetylene, and 1,4- phenylenediboronic acid in DMF/H2O at 100°C for 24 h in the presence of PdCl2(PhCN)2 (1 mol %) and KHCO3. The obtained polymer is soluble in organic solvents such as CHCl3, THF, and toluene, although it does not have any soft lateral segments. Copyright
Synthesis of highly substituted 1,3-butadienes by palladium-catalyzed arylation of internal alkynes
Satoh, Tetsuya,Ogino, Shinji,Miura, Masahiro,Nomura, Masakatsu
, p. 5063 - 5065 (2004)
Four molecules are coupled together by the single treatment of aryl boronic acids with alkynes in the absence or presence of iodobenzene under palladium catalysis to afford 1,4-diaryl-1,3-butadienes as the major product. Addition of a silver salt as oxidant and/or base effectively enables the selective catalytic production of the π-conjugated compounds.
Meso/microporous carbons from conjugated hyper-crosslinked polymers based on tetraphenylethene for high-performance co2 capture and supercapacitor
Ahmed, Mahmoud M. M.,Du, Wei-Ting,Kuo, Shiao-Wei,Mohamed, Mohamed Gamal
, (2021)
In this study, we successfully synthesized two types of meso/microporous carbon materials through the carbonization and potassium hydroxide (KOH) activation for two different kinds of hyper-crosslinked polymers of TPE-CPOP1 and TPE-CPOP2, which were synthesized by using Friedel–Crafts reaction of tetraphenylethene (TPE) monomer with or without cyanuric chloride in the presence of AlCl3 as a catalyst. The resultant porous carbon materials exhibited the high specific area (up to 1100 m2 g?1 ), total pore volume, good thermal stability, and amorphous character based on thermogravimetric (TGA), N2 adsoprtion/desorption, and powder X-ray diffraction (PXRD) analyses. The as-prepared TPE-CPOP1 after thermal treatment at 800?C (TPE-CPOP1-800) displayed excellent CO2 uptake performance (1.74 mmol g?1 at 298 K and 3.19 mmol g?1 at 273 K). Furthermore, this material possesses a high specific capacitance of 453 F g?1 at 5 mV s?1 comparable to others porous carbon materials with excellent columbic efficiencies for 10,000 cycle at 20 A g?1 .
Synthesis, aggregation-induced emission (AIE) and electroluminescence of carbazole-benzoyl substituted tetraphenylethylene derivatives
Zhan, Yingying,Yang, Zhiwen,Tan, Jihua,Qiu, Zhipeng,Mao, Yuanyou,He, Jia,Yang, Qingdan,Ji, Shaomin,Cai, Ning,Huo, Yanping
, (2020)
Aggregation-induced emission (AIE) materials offer a solution to obtain high fluorescence efficiencies in solid state which is desirable for optoelectronic devices and display. Here in this work, three new types of D-π-A-π-D AIE luminogens based on carbazole-benzoyl substituted tetraphenylethylene (TPE) derivatives were designed and successfully synthesized. Meanwhile, their photophysical properties as well as electroluminescence (EL) characteristics were studied. These luminogens show good AIE property with high solid-state fluorescence quantum yields. Furthermore, the emission wavelengths for these three luminogens, both in solutions and in solid state, exhibit negligible variation by increasing the number of donor group. All three luminogens show solvatochromism and negative solvatokinetic effect in different solvents. More interesting is that on increasing number of donor groups, their thermal and morphological stability present regular change by increasing the number of carbazole-benzoyl group. The performance of non-doped OLED device based on TPE-3BZ-Cz is superior than the other two luminogens, which has been proved by further electroluminescence evaluation.
Method for synthesizing alkyl olefin through coupling of double-bond carbon-hydrogen bond and saturated carbon-hydrogen bond
-
Paragraph 0070-0073; 0098, (2021/02/10)
The invention discloses a method for synthesizing alkyl olefin through coupling of a double-bond carbon-hydrogen bond and a saturated carbon-hydrogen bond. According to to the method, one-pot reactionis implemented on olefin and sulfoxide in the presence of ferric salt and hydrogen peroxide to generate alkyl olefin; in the method, sulfoxide is simultaneously used as a hydrocarbylation reagent anda solvent of olefin, and a reaction product is alkyl olefin from sulfoxide alkyl coupled with olefin carbon atoms, so that an olefin carbon chain is increased; the reaction conditions are mild, the selectivity is good, the yield is high, and industrial production is facilitated.
Pyrene-containing conjugated organic microporous polymers for photocatalytic hydrogen evolution from water
Mohamed, Mohamed Gamal,Elsayed, Mohamed Hammad,Elewa, Ahmed M.,EL-Mahdy, Ahmed F. M.,Yang, Cheng-Han,Mohammed, Ahmed A. K.,Chou, Ho-Hsiu,Kuo, Shiao-Wei
, p. 2229 - 2241 (2021/04/09)
Photoactive conjugated microporous polymers (CMPs) are emerging as porous materials capable of mediating the photocatalytic evolution of H2from water. In this study, we synthesized three pyrene-based CMPs (Py-F-CMP, Py-TPA-CMP, Py-TPE-CMP) through Sonogashira-Hagihara cross-couplings of 1,3,6,8-tetraethynylpyrene (Py-T, as a common monomer building block) with 2,7-dibromo-9H-fluorene (F-Br2), tris(4-bromophenyl)amine (TPA-Br3), and 1,1,2,2-tetrakis(4-bromophenyl)ethene (TPE-Br4), respectively, in the presence of Pd(PPh3)4in DMF/Et3N. We then characterized the chemical structures, crystallinities, thermal stabilities, surface morphologies, and porosities of these three new CMPs. Brunauer-Emmett-Teller (BET) analyses and tests of photocatalytic H2production revealed that Py-TPA-CMP displayed the highest BET surface area (454 m2g?1), highest total pore volume (0.28 cm3g?1), highest H2evolution rate (19?200 μmol h?1g?1), and highest apparent quantum yield (15.3%) when compared with those of Py-F-CMP, Py-TPE-CMP, and other organic porous materials.
A Tetradentate Phosphonate Ligand-based Ni-MOF as a Support for Designing High-performance Proton-conducting Materials
Chakraborty, Debabrata,Ghorai, Arijit,Chowdhury, Avik,Banerjee, Susanta,Bhaumik, Asim
supporting information, p. 1562 - 1569 (2021/05/13)
Developing a robust metal-organic framework (MOF) which facilitates proton hopping along the pore channels is very demanding in the context of fabricating an efficient proton-conducting membrane for fuel cells. Herein, we report the synthesis of a novel tetradentate aromatic phosphonate ligand H8L (L=tetraphenylethylene tetraphosphonic acid) based Ni-MOF, whose crystal structure has been solved from single-crystal X-ray diffraction. Ni-MOF [Ni2(H4L)(H2O)9(C2H7SO)(C2H7NCO)] displays a monoclinic crystal structure with a space group of P 21/c, a=11.887 ?, b=34.148 ?, c=11.131 ?, α=γ=90°, β=103.374°, where a nickel-hexahydrate moiety located inside the void space of the framework through several H-bonding interactions. Upon treatment of the Ni-MOF in different pH media as well as solvents, the framework remained unaltered, suggesting the presence of strong H-bonding interactions in the framework. High framework stability of Ni-MOF bearing H-bonding interactions motivated us to explore this metal-organic framework material as proton-conducting medium after external proton doping. Due to the presence of a large number of H-bonding interactions and the presence of water molecules in the framework we have carried out the doping of organic p-toluenesulfonic acid (PTSA) and inorganic sulphuric acid (SA) in this Ni-MOF and observed high proton conductivity of 5.28×10?2 S cm?1 at 90 °C and 98% relative humidity for the SA-doped material. Enhancement of proton conductivity by proton doping under humid conditions suggested a very promising feature of this Ni-MOF.
