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Organic chemistry*

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https://www.readbyqxmd.com/read/28820210/spiers-memorial-lecture-%C3%A2-progress-and-prospects-of-reticular-chemistry
#1
Bunyarat Rungtaweevoranit, Christian S Diercks, Markus J Kalmutzki, Omar M Yaghi
Reticular chemistry, the linking of molecular building units by strong bonds to make crystalline, extended structures such as metal-organic frameworks (MOFs), zeolitic imidazolate frameworks (ZIFs), and covalent organic frameworks (COFs), is currently one of the most rapidly expanding fields of science. In this contribution, we outline the origins of the field; the key intellectual and practical contributions, which have led to this expansion; and the new directions reticular chemistry is taking that are changing the way we think about making new materials and the manner with which we incorporate chemical information within structures to reach additional levels of functionality...
August 18, 2017: Faraday Discussions
https://www.readbyqxmd.com/read/28819353/a-metabolomics-guided-exploration-of-marine-natural-product-chemical-space
#2
Dimitrios J Floros, Paul R Jensen, Pieter C Dorrestein, Nobuhiro Koyama
INTRODUCTION: Natural products from culture collections have enormous impact in advancing discovery programs for metabolites of biotechnological importance. These discovery efforts rely on the metabolomic characterization of strain collections. OBJECTIVE: Many emerging approaches compare metabolomic profiles of such collections, but few enable the analysis and prioritization of thousands of samples from diverse organisms while delivering chemistry specific read outs...
September 2016: Metabolomics: Official Journal of the Metabolomic Society
https://www.readbyqxmd.com/read/28817269/the-chemistry-of-co2-capture-in-an-amine-functionalized-metal-organic-framework-under-dry-and-humid-conditions
#3
Robinson W Flaig, Thomas M Osborn Popp, Alejandro M Fracaroli, Eugene A Kapustin, Markus J Kalmutzki, Rashid M Altamimi, Farhad Fathieh, Jeffrey A Reimer, Omar M Yaghi
The use of two primary alkylamine functionalities covalently tethered to the linkers of IRMOF-74-III results in a material which can uptake CO2 at low pressures through a chemisorption mechanism. In contrast to other primary amine-functionalized solid adsorbents which uptake CO2 primarily as ammonium carbamates, we observe using solid state NMR that the major chemisorption product for this material is carbamic acid. The equilibrium of reaction products also shifts to ammonium carbamate when water vapor is present; a new finding that has impact on control of the chemistry of CO2 capture in MOF materials and one that highlights the importance of geometric constraints and the mediating role of water within the pores of MOFs...
August 17, 2017: Journal of the American Chemical Society
https://www.readbyqxmd.com/read/28817258/synthesis-of-complex-glycolates-by-enantioconvergent-addition-reactions
#4
Samuel L Bartlett, Jeffrey S Johnson
The unique role that stereochemistry plays in molecular recognition events continues to provide a driving force for synthesizing organic compounds in enantioenriched form. The tendency of enantioenriched organic compounds to revert to an entropically favored racemic state in the presence of viable racemization pathways (e.g., the enolization of stereogenic carbonyl derivatives) can sometimes interfere with this objective; however, beginning with Noyori's foundational disclosure of a dynamic kinetic transfer hydrogenation, the ability to channel racemic, configurationally labile starting materials through stereoconvergent reaction pathways has been recognized as a powerful strategy in asymmetric synthesis...
August 17, 2017: Accounts of Chemical Research
https://www.readbyqxmd.com/read/28816037/catalytic-asymmetric-oxygenations-with-the-environmentally-benign-oxidants-h2o2-and-o2
#5
Konstantin P Bryliakov
The discovery of simple and efficient catalyst systems for the asymmetric oxofunctionalization of hydrocarbons is a challenging task of catalytic chemistry. In this paper, we give an overview of catalyst systems capable of conducting asymmetric oxygenative transformations of organic molecules and, in line with the major trend to sustainability, relying on green oxidants H2O2 and O2 as the ultimate oxygen source. The full historical period of asymmetric oxidation catalysis (1970 to the present day) is covered; both transition-metal-based and organocatalytic systems are considered...
August 17, 2017: Chemical Reviews
https://www.readbyqxmd.com/read/28815919/graphene-oxide-as-a-carbocatalyst-for-diels-alder-reaction-in-aqueous-media
#6
Yarabhally R Girish, Subrata Pandit, Subhendu Pandit, Mrinmoy De
The [4+2] Cycloaddition reaction, known as Diels-Alder reaction, has a great importance in synthetic organic chemistry and frequently used in synthesis of natural products containing six-membered ring. Herein, we have reported an efficient protocol for Diels-Alder reaction between 9-hydroxymethylanthracene and N-substituted maleimides using two dimensional graphene oxide (GO) as a heterogeneous carbocatalyst in an aqueous medium at room temperature. High yield, wide substrate scope, low temperature, exceptional functional group tolerance, atom-economical, and water as a green solvent are the noteworthy features of this protocol...
August 16, 2017: Chemistry, An Asian Journal
https://www.readbyqxmd.com/read/28813592/3d-printed-phema-materials-for-topographical-and-biochemical-modulation-of-dorsal-root-ganglion-cell-response
#7
Adina Badea, Joselle M McCracken, Emily G Tillmaand, Mikhail Eugene Kandel, Aaron W Oraham, Molly B Mevis, Stanislav S Rubakhin, Gabriel Popescu, Jonathan V Sweedler, Ralph G Nuzzo
Understanding and controlling the interactions occurring between cells and engineered materials are central challenges towards progress in the development of biomedical devices. In this work, we describe materials for direct ink writing (DIW), an extrusion-based type of 3D printing, that embed a custom synthetic protein (RGD-PDL) within the microfilaments of 3D-hydrogel scaffolds to modify these interactions and differentially direct tissue-level organization of complex cell populations in vitro. The RGD-PDL is synthesized by modifying poly-ᴅ-lysine (PDL) to varying extents with peptides containing the integrin-binding motif Arg-Gly-Asp (RGD)...
August 16, 2017: ACS Applied Materials & Interfaces
https://www.readbyqxmd.com/read/28812873/ultrathin-manganese-based-metal-organic-framework-nanosheets-low-cost-and-energy-dense-lithium-storage-anodes-with-the-coexistence-of-metal-and-ligand-redox-activities
#8
Chao Li, Xiaoshi Hu, Wei Tong, Wensheng Yan, Xiaobing Lou, Ming Shen, Bingwen Hu
We herein demonstrate the fabrication of Mn- and Ni-based ultrathin metal-organic framework nanosheets with the same coordination mode (defined as 'Mn-UMOFNs' and 'Ni-UMOFNs', respectively) through an expedient and versatile ultrasonic approach, and scrutinize their electrochemical properties as anode materials for rechargeable lithium battery for the first time. The obtained Mn-UMOFNs with structure advantages over Ni-UMOFNs (thinner nanosheets, smaller metal-ion radius, higher specific surface area) exhibit high reversible capacity (1187 mAh g-1 at 100 mA g-1 for 100 cycles), excellent rate capability (701 mAh g-1 even at 2 A g-1), rapid Li+ diffusion coefficient (2...
August 16, 2017: ACS Applied Materials & Interfaces
https://www.readbyqxmd.com/read/28811827/pharmacodynamics-and-medicinal-chemistry-of-an-external-chinese-herbal-formula-for-mammary-precancerous-lesions
#9
Ruixue Chen, Guijuan Zhang, Yi Ma, Fengjie Bie, Hongxia Fan, Min Ma
Ruyan Neixiao Cream (RYNXC) is a traditional Chinese herbal formula for treating mammary precancerous disease. This study was carried out to investigate in vivo anticancer effect of RYNXC and multiple constituents. 32 virginal Sprague-Dawley rats were randomly divided into blank control group (BC), mammary precancer models group (MODEL), tamoxifen group (TAM), and Ruyan Neixiao Cream group (RYNXC). TAM was intervened by tamoxifen; RYNXC was intervened by Ruyan Neixiao Cream. The chromatographic separation was performed by high performance liquid chromatography (HPLC) coupled with mass spectrometry (MS)...
2017: Evidence-based Complementary and Alternative Medicine: ECAM
https://www.readbyqxmd.com/read/28809556/radical-chemistry-and-structural-relationships-of-ppcp-degradation-by-uv-chlorine-treatment-in-simulated-drinking-water
#10
Kaiheng Guo, Zihao Wu, Chii Shang, Bo Yao, Shaodong Hou, Xin Yang, Weihua Song, Jingyun Fang
The UV/chlorine process is an emerging advanced oxidation process (AOP) used for the degradation of micropollutants. However, the radical chemistry of this AOP is largely unknown for the degradation of numerous structurally diverse micropollutants in water matrices of varying quality. These issues were addressed by grouping 34 pharmaceuticals and personal care products (PPCPs) according to the radical chemistry of their degradation in the UV/chlorine process at practical PPCP concentrations (1 μg L-1) and in different water matrices...
August 15, 2017: Environmental Science & Technology
https://www.readbyqxmd.com/read/28809072/decarbonylative-phosphorylation-of-amides-by-palladium-and-nickel-catalysis-the-hirao-cross-coupling-of-amide-derivatives
#11
Chengwei Liu, Michal Szostak
Considering the ubiquity of organophosphorus compounds in organic synthesis, pharmaceutical discovery agrochemical crop protection and materials chemistry, new methods for their construction hold particular significance. A conventional method for the synthesis of C-P bonds involves cross-coupling of aryl halides and dialkyl phosphites (the Hirao reaction). We report a catalytic deamidative phosphorylation of a wide range of amides using a palladium or nickel catalyst giving aryl phosphonates in good to excellent yields...
August 14, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28808674/in-situ-generated-tribomaterial-in-metal-metal-contacts-current-understanding-and-future-implications-for-implants
#12
N Espallargas, A Fischer, A Igual Muñoz, S Mischler, M A Wimmer
Artificial hip joints operate in aqueous biofluids that are highly reactive towards metallic surfaces. The reactivity at the metal interface is enhanced by mechanical interaction due to friction, which can change the near-surface structure of the metal and surface chemistry. There are now several reports in the literature about the in-situ generation of reaction films and tribo-metallurgical transformations on metal-on-metal hip joints. This paper summarizes current knowledge and provides a mechanistic interpretation of the surface chemical and metallurgical phenomena...
June 2017: Biotribology (Oxf)
https://www.readbyqxmd.com/read/28805852/the-effect-of-sub-zero-temperature-on-the-formation-and-composition-of-secondary-organic-aerosol-from-ozonolysis-of-alpha-pinene
#13
K Kristensen, L N Jensen, M Glasius, M Bilde
This study presents a newly constructed temperature controlled cold-room smog chamber at Aarhus University, Denmark. The chamber is herein utilized to study the effect of sub-zero temperature on the formation and chemical composition of secondary organic aerosol (SOA) from ozone initiated oxidation of α-pinene. The chemical composition of α-pinene SOA formed from dark ozonolysis of α-pinene at 293 K and 258 K was investigated using High-Resolution Time-of-Flight Aerosol Mass Spectrometry (HR-ToF-AMS) and Ultra-High Performance Liquid Chromatography/Electrospray Ionization Quadrupole Time-of-Flight Mass Spectrometry (UHPLC/ESI-qToF-MS)...
August 14, 2017: Environmental Science. Processes & Impacts
https://www.readbyqxmd.com/read/28805226/the-reaction-of-criegee-intermediate-ch2oo-with-water-dimer-primary-products-and-atmospheric-impact
#14
Leonid Sheps, Brandon Rotavera, Arkke J Eskola, David L Osborn, Craig A Taatjes, Kendrew Au, Dudley E Shallcross, M Anwar H Khan, Carl J Percival
The rapid reaction of the smallest Criegee intermediate, CH2OO, with water dimers is the dominant removal mechanism for CH2OO in the Earth's atmosphere, but its products are not well understood. This reaction was recently suggested as a significant source of the most abundant tropospheric organic acid, formic acid (HCOOH), which is consistently underpredicted by atmospheric models. However, using time-resolved measurements of reaction kinetics by UV absorption and product analysis by photoionization mass spectrometry, we show that the primary products of this reaction are formaldehyde and hydroxymethyl hydroperoxide (HMHP), with direct HCOOH yields of less than 10%...
August 14, 2017: Physical Chemistry Chemical Physics: PCCP
https://www.readbyqxmd.com/read/28804948/nelumbo-nucifera-leaf-extract-treatment-attenuated-preneoplastic-lesions-and-oxidative-stress-in-the-livers-of-diethylnitrosamine-treated-rats
#15
Chi-Ting Horng, Chien-Wei Huang, Mon-Yuan Yang, Tzu-Hsin Chen, Yun-Ching Chang, Chau-Jong Wang
Lotus (Nelumbo nucifera Gaertn) possesses antioxidant, hepatoprotective, and anticancer potential. This study determined the protective role of aqueous extract from Nelumbo nucifera leaves (NLE) against N-diethylnitrosamine (DEN)-induced oxidative stress and hepatocellular carcinogenesis in a sample of Sprague-Dawley rats. NLE was fed orally to rats in which hepatic carcinoma was induced with DEN for 12 weeks. Five groups of 12 rats each were used for the study: Group I (control group) rats received distilled water; Group II rats were induced with DEN; Group III rats were induced with DEN and cotreated with 0...
August 14, 2017: Environmental Toxicology
https://www.readbyqxmd.com/read/28803474/bioinspired-indole-prenylation-reactions-in-water
#16
Satomi Tanaka, Shinya Shiomi, Hayato Ishikawa
Isoprene units derived from dimethylallyl diphosphate (DMAPP) are an important motif in many natural products including terpenoids, carotenoids, steroids, and natural rubber. Understanding the chemical characteristics of DMAPP is an important topic in natural products chemistry, organic chemistry, and biochemistry. We have developed a direct bioinspired indole prenylation reaction using DMAPP or its equivalents as the electrophile in homogeneous aqueous acidic media in the absence of enzyme to provide prenylated indole products...
August 13, 2017: Journal of Natural Products
https://www.readbyqxmd.com/read/28799656/review-of-the-effects-of-manufactured-nanoparticles-on-mammalian-target-organs
#17
REVIEW
Tianshu Wu, Meng Tang
Nanotechnology had matured significantly during the last two decades as it has transitioned from bench top science to applied technology. Even though the issue of safety of nanotechnology has been raised nearly one decade ago, the rapid progress in development and use of nanomaterials has not yet been matched by toxicological investigations. Many recent studies have simply outlined the toxic effects of nanoparticles (NPs), but few have systematically addressed their potentially adverse biological effects on target organs...
August 11, 2017: Journal of Applied Toxicology: JAT
https://www.readbyqxmd.com/read/28797773/methyl-propiolate-and-3-butynone-starting-points-for-synthesis-of-amphiphilic-1-2-3-triazole-peptidomimetics-for-antimicrobial-evaluation
#18
Thomas A Bakka, Morten B Strøm, Jeanette H Andersen, Odd R Gautun
A library of 29 small 1,4-substituted 1,2,3-triazoles was prepared for studies of antimicrobial activity. The pharmacophore model investigated with these substrates was based on small peptidomimetics of antimicrobial peptides and antimicrobials isolated from marine organisms from sub-arctic regions. Using methyl 1,2,3-triazole-carboxylates and 1,2,3-triazole methyl ketones prepared through "click" chemistry we were able to synthesize the different cationic amphiphiles through three steps or less. Several structural modifications to the lipopohilic side and hydrophilic sides of the amphiphiles were investigated and compared with regards to antimicrobial activity and cytotoxicity in particular...
July 29, 2017: Bioorganic & Medicinal Chemistry
https://www.readbyqxmd.com/read/28796485/anti-fouling-cellulose-hybrid-bio-membrane-for-effective-oil-water-separation
#19
Ravichandran Honnavally Kollarigowda, Sinoj Abraham, Carlo Montemagno
Oil/water separation has been of great interest worldwide due to the increasingly serious environmental pollution caused by the abundant discharge of industrial wastewater, oil spill accidents and odors. Here, we describe simple and economical super-hydrophobic hybrid membranes for effective oil/water separation. Eco-friendly, anti-fouling membranes were fabricated for oil/water separation, waste particle filtration, the blocking of thiol-based odor materials, etc., by using cellulose membrane filter (CM). CM was modified from their original super hydrophilic nature into a super-hydrophobic surface via a reversible addition-fragmentation chain transfer (RAFT) technique...
August 10, 2017: ACS Applied Materials & Interfaces
https://www.readbyqxmd.com/read/28795752/coordination-change-lability-and-hemilability-in-metal-organic-frameworks
#20
REVIEW
Russell E Morris, Lee Brammer
Metal-organic frameworks (MOFs) are some of the most exciting materials in current science. Their utility and diversity of applications depends on a combination of their chemistry, their framework topology and the spatial dimensions of their pores. In this review we concentrate on the chemistry of MOFs. Specifically we bring together many aspects of MOFs that underpin their stability, reactivity and dynamic behaviour within a common theme related to (changes in) metal-ligand bonding. In each area we provide examples to illustrate the behaviour and discuss it in the context of metal lability and coordination changes...
August 10, 2017: Chemical Society Reviews
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