136105-40-3Relevant articles and documents
Synthesis and characterization of a mesogen-jacketed polyelectrolyte
Qu, Wei,Zhu, Xingqi,Chen, Jiahui,Niu, Lin,Liang, Dehai,Fan, Xinghe,Shen, Zhihao,Zhou, Qifeng
, p. 2727 - 2735 (2014)
In an attempt to construct a new kind of rodlike polyelectrolyte, poly[sodium 2,5-bis(4′-sulfophenyl)styrene] (PSBSS) was prepared from its precursor, poly[2,5-bis(4′-neopentylsulfophenyl)styrene] (PBNSS), which was polymerized by atom transfer radical polymerization. Small-angle X-ray scattering (SAXS) results demonstrate that PBNSS exhibits a hexagonal columnar phase and PSBSS exhibits a smectic A phase in bulk. The conformation of PSBSS in the aqueous solution is cylindrical, and the length and the diameter of the cylinder are ca. 25 nm and ca. 2.4 nm, respectively. The persistence length (lp) of the PSBSS chain in the aqueous solution is 11.50 ± 0.09 nm calculated by fitting the SAXS profile with the modified wormlike chain model. The conformation, the maximum length, and the lp of the chain are only weakly dependent on the concentration of the added salt. These results indicate that we have successfully obtained a new kind of polyelectrolyte with a highly rigid chain, a high charge density, and a narrow molecular weight distribution, which can serve as a new model macromolecule in studying rodlike polyelectrolytes.
Lithioarene Cycliacylation and Pd-Catalyzed Aminoethylation/Cyclization to Access Electronically Diverse Saturated Isoquinoline Derivatives
Altenbach, Robert J.,Buchman, Marek,Farney, Elliot P.,Gfesser, Gregory A.,Greszler, Stephen N.,Voight, Eric A.
, p. 776 - 789 (2022/01/14)
We report operationally facile methods for the synthesis of substituted dihydroisoquinolinones and tetrahydroisoquinolines from readily accessible o-bromobenzyl bromides and o-bromobenzaldehydes, respectively. While classical electrophilic aromatic substitution reactions are tailored to the construction of saturated isoquinolines derived from electron-rich precursors, we demonstrate efficient syntheses from electronically diverse substrates to produce cyclized products as single regioisomers.
tBuOK-Promoted Cyclization of Imines with Aryl Halides
Li, Ya-Wei,Zheng, Hong-Xing,Yang, Bo,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao
supporting information, p. 4553 - 4556 (2020/06/08)
A transition-metal-free indole synthesis using radical coupling of 2-halotoluenes and imines via the later-stage C-N bond construction was reported for the first time. It includes an aminyl radical generation by C-H cleaving addition of 2-halotoluenes to imines via the carbanion radical relay and an intramolecular coupling of aryl halides with aminyl radicals. One standard condition can be used for all halides including F, Cl, Br, and I. No extra oxidant or transition metal is required.
Strategy for Overcoming Full Reversibility of Intermolecular Radical Addition to Aldehydes: Tandem C-H and C-O Bonds Cleaving Cyclization of (Phenoxymethyl)arenes with Carbonyls to Benzofurans
Zheng, Hong-Xing,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao
, p. 3310 - 3313 (2018/06/11)
An intermolecular addition of carbon radicals enabled by a cascade radical coupling strategy is developed. It includes an intermolecular alkyl radical addition to a carbonyl group followed by an intramolecular alkoxy radical addition to haloarenes and produces substituted benzofurans in high yields. The radical nature of this reaction is explored by radical trapping experiments and EPR analysis. The mechanism is investigated by KIE experiments and control experiments. This method could provide rapid and practical access to the key intermediate of TAM-16, a safe and potent antibacterial agent for treating tuberculosis, and, therefore, is of great importance for organic synthesis and the pharmaceutical industry.
ALDOSTERONE SYNTHASE INHIBITORS
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Page/Page column 61, (2016/06/28)
The present invention relates to compounds of the formulas (IA) and (IB) and pharmaceutically acceptable salts thereof, wherein A and R1 - R6, are as defined herein. The invention also relates to pharmaceutical compositions comprisin
METAL ORGANIC FRAMEWORKS COMPRISING A PLURALITY OF SBUS WITH DIFFERENT METAL IONS AND/OR A PLURALITY OF ORGANIC LINKING LIGANDS WITH DIFFERENT FUNCTIONAL GROUPS.
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Paragraph 00163, (2016/05/24)
The disclosure provides for metal organic frameworks (MOFs) which comprise a plurality of SBUs comprising different metals or metal ions and/or a plurality of organic linking moieties comprising different functional groups.
Synthesis and characterization of polyphenylenes with polypeptide and poly(ethylene glycol) side chains
Akbulut, Huseyin,Endo, Takeshi,Yamada, Shuhei,Yagci, Yusuf
, p. 1786 - 1793 (2015/07/02)
We report a novel approach for fabrication of multifunctional conjugated polymers, namely poly(p-phenylene)s (PPPs) possessing polypeptide (poly-l-lysine, PLL) and hydrophilic poly(ethylene glycol) (PEG) side chains. The approach is comprised of the combination of Suzuki coupling and in situ N-carboxyanhydride (NCA) ring-opening polymerization (ROP) processes. First, polypeptide macromonomer was prepared by ROP of the corresponding NCA precursor using (2,5-dibromophenyl)methanamine as an initiator. Suzuki coupling reaction of the obtained polypeptide and PEG macromonomers both having dibromobenzene end functionality using 1,4-benzenediboronic acid as the coupling partner in the presence of palladium catalyst gave the desired polymer. A different sequence of the same procedure was also employed to yield polymer with essentially identical structure. In the reverse sequence mode, low molar mass monomer (2,5-dibromophenyl)methanamine, and PEG macromonomer were coupled with 1,4-benzenediboronic acid in a similar way followed by ROP of the L-Lysine NCA precursor through the primary amino groups of the resulting polyphenylene.
Synthesis, characterization and targeted cell imaging applications of poly(p-phenylene)s with amino and poly(ethylene glycol) substituents
Akbulut, Huseyin,Guler, Bahar,Timur, Suna,Yagci, Yusuf
, p. 60861 - 60869 (2015/08/03)
A novel approach for bioconjugation associated with a fluorescent conjugated polymer is demonstrated. For this purpose, a conjugated polymer, poly(p-phenylene) (PPP), with lateral substituents, namely primary amino groups and poly(ethylene glycol) (PEG) chains, as a potential building block for polymer bioconjugates was synthesized and characterized. The synthesis was achieved through Suzuki polycondensation reaction in the presence of Pd(PPh3)4 catalyst by using independently prepared PEG and amino functionalized dibromo benzenes in conjunction with benzene diboronic acid. For the evaluation of the bioactive PPP labeled with folic acid (FA) as a potential targeted cell imaging probe, HeLa and A549 cancer cells were used. Cytotoxicity assay showed that the polymer was not toxic to either of the cells. Additionally, the fluorescence images showed that, depending on the level of the FA receptors on the cell surfaces, the fluorescent intensity in HeLa cells was obviously higher than A549 cells when treated with FA conjugated PPP-NH2-g-PEG polymer. The resulting FA/PPP-NH2-g-PEG conjugate was successfully used as a bioconjugate for targeting and specifically imaging FA receptor positive HeLa human cervical cancer cells.
Metal-organic frameworks with precisely designed interior for carbon dioxide capture in the presence of water
Fracaroli, Alejandro M.,Furukawa, Hiroyasu,Suzuki, Mitsuharu,Dodd, Matthew,Okajima, Satoshi,Gándara, Felipe,Reimer, Jeffrey A.,Yaghi, Omar M.
supporting information, p. 8863 - 8866 (2014/07/08)
The selective capture of carbon dioxide in the presence of water is an outstanding challenge. Here, we show that the interior of IRMOF-74-III can be covalently functionalized with primary amine (IRMOF-74-III-CH2NH 2) and used for the selective capture of CO2 in 65% relative humidity. This study encompasses the synthesis, structural characterization, gas adsorption, and CO2 capture properties of variously functionalized IRMOF-74-III compounds (IRMOF-74-III-CH3, -NH2, -CH2NHBoc, -CH2NMeBoc, -CH 2NH2, and -CH2NHMe). Cross-polarization magic angle spinning 13C NMR spectra showed that CO2 binds chemically to IRMOF-74-III-CH2NH2 and -CH2NHMe to make carbamic species. Carbon dioxide isotherms and breakthrough experiments show that IRMOF-74-III-CH2NH2 is especially efficient at taking up CO2 (3.2 mmol of CO2 per gram at 800 Torr) and, more significantly, removing CO2 from wet nitrogen gas streams with breakthrough time of 610 ± 10 s g-1 and full preservation of the IRMOF structure.
A novel poly(p-phenylene) containing alternating poly(perfluorooctylethyl acrylate-co-methyl methacrylate) and polystyrene grafts by combination of atom transfer radical polymerization and Suzuki coupling processes
Durmaz, Yasemin Yuksel,Sahkulubey, Elif L.,Yagci, Yusuf,Martinelli, Elisa,Galli, Giancarlo
, p. 4911 - 4919 (2013/01/15)
A poly(p-phenylene) (PP), carrying perfectly alternating, well-defined poly(perfluorooctylethyl acrylate-co-methyl methacrylate) [P(FEA-co-MMA)] and polystyrene (PS) side chain grafts, was synthesized by the combination of atom transfer radical polymerization (ATRP) and Suzuki cross-coupling processes. First, dibromobenzene and diboronic ester functional macromonomers of P(FEA-co-MMA) and PS, respectively, were prepared by ATRP. In the second step, PP with lateral alternating P(FEA-co-MMA) and PS chains was synthesized by a Suzuki coupling reaction in the presence of Pd(PPh3)4 catalyst. The wetting behavior of the polymers was studied by measurements of the static contact angle Θ of thin films (200-400 nm thickness) using water and n-hexadecane as wetting liquids. The obtained fluorinated PP showed high static contact angles with both interrogating liquids, exhibiting simultaneously hydrophobic (Θw = 111°) and lipophobic (Θh = 67°) properties.
