75956-62-6Relevant academic research and scientific papers
Reusable oxidation catalysis using metal-monocatecholato species in a robust metal-organic framework
Fei, Honghan,Shin, Jaewook,Meng, Ying Shirley,Adelhardt, Mario,Sutter, J?rg,Meyer, Karsten,Cohen, Seth M.
, p. 4965 - 4973 (2014/04/17)
An isolated metal-monocatecholato moiety has been achieved in a highly robust metal-organic framework (MOF) by two fundamentally different postsynthetic strategies: postsynthetic deprotection (PSD) and postsynthetic exchange (PSE). Compared with PSD, PSE proved to be a more facile and efficient functionalization approach to access MOFs that could not be directly synthesized under solvothermal conditions. Metalation of the catechol functionality residing in the MOFs resulted in unprecedented Fe-monocatecholato and Cr-monocatecholato species, which were characterized by X-ray absorption spectroscopy, X-band electron paramagnetic resonance spectroscopy, and 57Fe M?ssbauer spectroscopy. The resulting materials are among the first examples of Zr(IV)-based UiO MOFs (UiO = University of Oslo) with coordinatively unsaturated active metal centers. Importantly, the Cr-metalated MOFs are active and efficient catalysts for the oxidation of alcohols to ketones using a wide range of substrates. Catalysis could be achieved with very low metal loadings (0.5-1 mol %). Unlike zeolite-supported, Cr-exchange oxidation catalysts, the MOF-based catalysts reported here are completely recyclable and reusable, which may make them attractive catalysts for 'green' chemistry processes.
Zinc-1,4-benzenedicarboxylate-bipyridine frameworks - Linker functionalization impacts network topology during solvothermal synthesis
Henke, Sebastian,Schneemann, Andreas,Kapoor, Shobhna,Winter, Roland,Fischer, Roland A.
scheme or table, p. 909 - 918 (2012/03/27)
Substitution of 1,4-benzenedicarboxylate (bdc) with additional alkoxy chains is the key to construct a family of metal-organic frameworks (MOFs) of the type [Zn2(fu-bdc)2(bipy)]n (fu-bdc = functionalized bdc; bipy = 4,4′-bipyridine) exhibiting a honeycomb-like topology instead of the default pillared square-grid topology. Both the substitution pattern of the phenyl ring of the fu-bdc linker and the chain length of the alkoxy substituents have a major impact on the structure of the derived frameworks. Substitution at positions 2 and 3 leads to the trivial pillared square-grid framework, and substitution at positions 2 and 5 or 2 and 6 yields MOFs with the honeycomb-like topology. Also, simple methoxy substituents lead to the construction of a pillared square-grid topology, whereas longer substituents like ethoxy, n-propoxy, and n-butoxy generate honeycomb-like framework structures. These honeycomb MOFs feature one-dimensional channels, which are tuneable in diameter and functionality by the choice of substituent attached to the bdc-type linker. Pure component sorption isotherms indicate that the honeycomb-like frameworks selectively adsorb CO2 over N 2 and CH4. The Royal Society of Chemistry 2011.
HIV INTEGRASE INHIBITORS
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Page/Page column 64, (2012/08/27)
Provided herein, inter alia, are novel compounds for the inhibition of HIV integrase. The compounds disclosed herein are useful for methods of treating HIV infection in a subject in need thereof.
Photochemical activation of a metal-organic framework to reveal functionality
Tanabe, Kristine K.,Allen, Corinne A.,Cohen, Seth M.
supporting information; experimental part, p. 9730 - 9733 (2011/03/17)
Seeing the light: Two highly porous metal-organic frameworks (MOFs) were transformed using UV light to produce MOFs with hydroxy and catechol groups through an unusual postsynthetic deprotection reaction (see scheme). Copyright
TEREPHTHALAMATE COMPOUNDS AND COMPOSITIONS, AND THEIR USE AS HIV INTEGRASE INHIBITORS
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Page/Page column 32, (2008/12/06)
Described herein are compounds having a terephthalamate structural feature. Also described herein, are methods of making such compounds, methods of using such compounds to modulate the activity of HIV integrase, and pharmaceutical compositions and medicaments comprising such compounds. Also described herein are methods of using such compounds, pharmaceutical compositions and medicaments to treat and/or prevent and/or inhibit and/or ameliorate the pathology and/or symptomology of AIDS or infection with HIV.
Electroorganic reactions. Part 55. Quinodimethane chemistry. Part 3. Transition metal complexes as inter- and intra-molecular redox catalysts for the electrosynthesis of poly(p-xylylene) (PPX) polymers and oligomers
Janssen,Utley,Carre?,Simon,Schirmer
, p. 1573 - 1584 (2007/10/03)
The role of metal complexes as redox mediators in the electrosynthesis of poly(p-xylylenes) (PPXs) has been explored, with a view to designing metal-containing precursors that can act both as mediators and starting materials for metal-containing polymers. A number of transition metal complexes [Cr(III), Ni(II) and Co(II)] are efficient redox catalysts for production of quinodimethanes, and hence PPXs. Following encouraging results from experiments using mediators based on anthranilic acid and salicylaldehyde ligands a macrocyclic compound was designed, and successfully prepared by a convergent route that incorporated both a 1,4-bis(chloromethylarene) function as a precursor to a quinodimethane and a Ni(II) salen unit as an intramolecular redox catalyst. The macrocycle was successfully reduced cathodically to yield a PPX polymer with bound Ni(II). Evidence is presented for the operation of intramolecular redox catalysis (homomediation).
Synthesis of the isocoumarin portion of the rubromycins
Waters, Stephen P.,Kozlowski, Marisa C.
, p. 3567 - 3570 (2007/10/03)
A synthesis of the isocoumarin found in the rubromycin class of natural products is reported. The isocoumarin ring system is formed via Heck coupling of a pyruvate synthon with a terephthalic acid derivative followed by an intramolecular acid-catalyzed cyclization. The requisite terephthalic acid precursor is generated by carboxylation of catechol and then desymmetrization of the aromatic ring by halogenation. The isocoumarin derivative that has been produced is an appropriate precursor for the synthesis of γ-rubromycin, purpuromycin, and heliquinomycin.
Isolation of bright blue fluorescent substances from sonochemical hydroxylation of methyl p-cyanobenzoate
Yamada, Sachiko,Hokari, Hajime,Akasaka, Shinji,Iwamura, Michiko
, p. 197 - 198 (2007/10/03)
Sonochemical hydroxylation of methyl p-cyanobenzoate (1a) in water gave a bright blue fluorescence, which are mainly ascribed to three new fluorescent compounds, 3-hydroxy, 2,3- and 2,5-dihydroxy derivatives of 1a. Other benzenes substituted with electron-withdrawing groups also gave similar fluorescence from their hydroxylated derivatives. Among the fluorescence substances, methyl 2,5-dihydroxybenzoate was supposed to be applicable for a fluorescent chemosensor.
Synthetic Enterobactin Analogues. Carboxamido-2,3-dihydroxyterephthalate Conjugates of Spermine and Spermidine
Weitl, Frederick L.,Raymond, Kenneth N.,Durbin, Patricia W.
, p. 203 - 206 (2007/10/02)
Two examples of a new class of synthetic polycatecholate ligands, the carboxamido-2,3-dihydroxyterephthalate conjugates of spermine (8) and spermidine (10), have been synthesized via the generally useful synthon methyl-2,3-dimethoxyterephthaloyl chloride (6).Initial biological evaluation reveals tetrameric terephthalate (8) to be an extremely effective agent for sequestering and removing plutonium from mice; a single 25-μmol/kg (ip) dose of 8 removed 73percent of the plutonium citrate previously injected (iv,1h earlier).Under the same conditions, trimeric terephthalate (10) ex creted only 49percent injected plutonium.In vitro kinetic experiments have shown that 10 rapidly and quantitatively removed Fe from human transferrin.These results are discussed in relation to the design of metal-ion specific sequestering agents.
