- Aerobic Electrochemical Transformations of DDT to Oxygen-Incorporated Products Catalyzed by a B12 Derivative
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Electrochemical transformations of DDT into oxygen-incorporated products, amides and esters, catalyzed by a B12 derivative, heptamethyl cobyrinate perchlorate, have been developed under aerobic conditions. The dechlorinative oxygenation of DDT forms the acyl chloride as an intermediate for the synthesis of the amide and ester in the reaction with the amine and alcohol, respectively. This electrochemical method demonstrated with 20 oxygen-incorporated dechlorinated products up to 88% yields with 15 new compounds and was also successfully applied to the conversion of methoxychlor to an amide and ester.
- Hisaeda, Yoshio,Moniruzzaman, Mohammad,Ono, Toshikazu,Shimakoshi, Hisashi,Yano, Yoshio
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supporting information
p. 2784 - 2791
(2022/01/19)
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- Asymmetric Intramolecular Hydroalkoxylation of Unactivated Alkenes Catalyzed by Chiral N-Triflyl Phosphoramide and TiCl4?
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By using a combination of a chiral N-triflyl phosphoramide and TiCl4 as the catalyst, a new process for asymmetric intramolecular hydroalkoxylation of unactivated alkenes was developed, producing various chiral tetrahydrofuran derivatives in 51%—99% yields with 30%—71% ee's.
- Cheng, Aolin,Li, Yingkun,Ma, Jiguo,Wang, Xinxu,Zhang, Yi,Zhao, Baoguo,Zhao, Guoqing,Zhao, Pengyuan
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supporting information
p. 565 - 569
(2020/04/23)
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- Synthesis of a B12-BODIPY dyad for B12-inspired photochemical transformations of a trichloromethylated organic compound
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A B12complex-BODIPY dyad was synthesized by peripheral modification of cobalamin derivatives. The photophysical properties of the dyad were investigated by UV-vis, PL, and transient absorption spectroscopy. A visible light-driven dechlorination reaction of a trichlorinated organic compound, DDT, was reported. The dyad showed efficient catalysis for dechlorination under N2with turnover numbers of over 220 for the reaction. One-pot syntheses of an ester and amide from DDT and benzotrichloride were also achieved using the dyad under air.
- Anai, Yuki,Shichijo, Keita,Fujitsuka, Mamoru,Hisaeda, Yoshio,Shimakoshi, Hisashi
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supporting information
p. 11945 - 11948
(2020/10/15)
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- Enhanced photocatalytic activity of a B12-based catalyst co-photosensitized by TiO2 and Ru(II) towards dechlorination
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A novel hybrid photocatalyst denoted as B12-TiO2-Ru(ii) was prepared by co-immobilizing a B12 derivative and trisbipyridine ruthenium (Ru(bpy)32+) on the surface of a mesoporous anatase TiO2 microspheres and was characterized by DRS, XRD, SEM and BET et al. By using the hybrid photocatalyst, DDT was completely didechlorinated and a small part of tridechlorinated product was also detected in the presence of TEOA only after 30 min of visible light irradiation. Under simulated sunlight, the hybrid exhibited a significantly enhanced photocatalytic activity for dechlorination compared with B12-TiO2 under the same condition or itself under visible light irradiation due to the additivity in the contribution of UV and visible part of the sunlight to the electron transfer. In addition, this hybrid catalyst can be easily reused without loss of catalytic efficiency. This is the first report on a B12-based photocatalyst co-sensitized by two photosensitizers with wide spectral response.
- Sun, Ying,Zhang, Wei,Ma, Tian-Yi,Zhang, Yu,Shimakoshi, Hisashi,Hisaeda, Yoshio,Song, Xi-Ming
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p. 662 - 670
(2018/01/17)
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- Synthesis of nine-membered azlactones by palladium-catalyzed ring-expansion of γ-methylidene-δ-valerolactones with aziridines
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A palladium-catalyzed formal [6 + 3] cyclization of γ-methylidene- δ-valerolactones with aziridines has been developed to produce 1,4-oxazonan-9-ones, a class of nine-membered azlactones that are not easily accessible by existing methods. The products thus obtained can also be further functionalized with ease.
- Shintani, Ryo,Ikehata, Keiichi,Hayashi, Tamio
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experimental part
p. 4776 - 4780
(2011/07/08)
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- PHARMACEUTICAL COMBINATIONS COMPRISING PYRAZOLE DERIVATIVES AS PROTEIN KINASE MODULATORS
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The invention provides a combination comprising an ancillary compound (e.g. one, two or more ancillary compounds) and a compound of the formula (I) having protein kinase B inhibiting activity: wherein A is a saturated hydrocarbon linker group containing f
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- PHARMACEUTICAL COMPOUNDS
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The invention provides compounds of the formula (I) having ROCK kinase and/or protein kinase p70S6K inhibiting activity: wherein A is a saturated hydrocarbon linker group containing from 1 to 7 carbon atoms, the linker group having a maximum chain length
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Page/Page column 134
(2010/11/25)
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- Facile and catalytic degradation method of DDT using Pd/C-Et3N system under ambient pressure and temperature
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The catalytic degradation method of p,p′-DDT [1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane] and its regioisomer o,p′-DDT [1,1,1-trichloro-2-(o-chlorophenyl)-2-(p-chlorophenyl)ethane] using the Pd/C-Et3N system under ambient hydrogen pressure and temperature was established. The presence of Et3N was necessary for the quick and complete breakdown of DDT. The independent degradation study of two intermediates, p,p′-DDD [2,2-bis(p-chlorophenyl)-1,1-dichloroethane] and p,p′-DDE [2,2-bis(p-chlorophenyl)-1,1-dichloroethylene] using GC-MS let us to speculate the degradation pathway of p,p′-DDT. In the initial phase of the reaction, p,p′-DDT degradation splits into two ways: a dehydrochlorination pathway and a hydrodechlorination pathway. In each pathway, reaction starts from an aliphatic moiety and subsequent hydrodechlorination from the benzene moieties takes place in a stepwise manner. The former pathway leads to the formation of 1,1-diphenylethane and the latter leads to the formation of 1,1-dichloro-2,2-diphenylethane. These diphenylethane analogs, which are less toxic compared with p,p′-DDT, are terminal degradation products in our system. The distinctive features of our catalytic degradation method of DDTs are reliability, simplicity, efficiency, and inexpensiveness.
- Monguchi, Yasunari,Kume, Akira,Sajiki, Hironao
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p. 8384 - 8392
(2007/10/03)
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