23727-15-3Relevant articles and documents
A chiral two-dimensional coordination polymer based on CuII and (S)-4,4′-bis(4-carboxyphenyl)-2,2′-bis(diphenylphosphinoyl)-1, 1′-binaphthyl: Synthesis, structure, and magnetic and optical properties
Lestari, Witri Wahyu,L?nnecke, Peter,Streit, Huayna Cerqueira,Schleife, Frederik,Wickleder, Claudia,Hey-Hawkins, Evamarie
, p. 392 - 398 (2014)
The functionalized binaphthyl derivative (S)-4,4′-bis(4- carboxyphenyl)-2,2′-bis(diphenylphosphinoyl)-1,1′-binaphthyl (H 2L) was employed as linker in the synthesis of the chiral Cu II-based two-dimensional network {[Cu2(L) 2(dmf)2]·H2O·9 dmf}n (1). Single-crystal X-ray analysis showed a two-dimensional structure with a copper paddle wheel as secondary building unit. One dmf molecule is additionally axially coordinated to each Cu cation. A lamellar structure results consisting of alternating [Cu2(L)2(dmf)2]n and solvent (dmf, H2O) layers. According to DTA/TG measurements the coordinated dmf molecules are released at about 320 °C, followed by decomposition around 460 °C. Magnetic susceptibility measurements on 1 indicate strong antiferromagnetic coupling between the two metal centers in Cu2(L)2(dmf)2. Compound 1 exhibits ligand-based luminescence, assigned to the S1 → S0 transition of the aromatic units. Moreover, the emission spectrum of 1 is blueshifted in comparison to H2L, due to different dihedral angles within the respective structures. Activated 1 (heating to 300 °C under vacuum for 3 h) showed low activity in the catalytic cyanosilylation of benzaldehyde (up to 27.1% conversion) and the isomerization of α-pinene oxide to campholenic aldehyde (up to 15.5% conversion).
Chemical characterization of α-pinene secondary organic aerosol constituents using gas chromatography, liquid chromatography, and paper spray-based mass spectrometry techniques
Rindelaub, Joel D.,Shepson, Paul B.,Wiley, Joshua S.,Cooper, Bruce R.
, p. 1627 - 1638 (2016)
Rationale: Despite ample research into the atmospheric oxidation of α-pinene, an important precursor to biogenic secondary organic aerosol formation, the identification of its reaction products, specifically organic nitrates, which impact atmospheric NOx concentrations, is still incomplete. This negatively impacts our understanding of α-pinene oxidation chemistry and its relation to air quality. Methods: Photochemical chamber experiments were conducted in conjunction with mass spectrometric techniques, including gas chromatography/mass spectrometry (GC/MS), high-performance liquid chromatography/time-of-flight (HPLC/TOF), and paper spray ionization MS, to investigate products from the OH radical initiated oxidation of α-pinene under high NOx conditions. Results: Over 30 compounds were tentatively identified, including those newly detected from photochemical chamber studies of α-pinene oxidation, pinocamphenol, fencholenic aldehyde, and α-pinene-derived nitrate isomers. α-Pinene-derived hydroxynitrate isomers were successfully detected using chromatographic methods, demonstrating, for the first time, the identification of individual first-generation organic nitrate products derived from α-pinene. The application of paper spray ionization to particle-phase compounds collected on filters represents a novel method for the direct analysis of filter samples at ambient pressure and temperature. Conclusions: The use of HPLC/TOF and paper spray ionization methods to identify previously unobserved α-pinene-derived products helps lower the uncertainty in α-pinene oxidation chemistry and provides new platforms that can be used to identify and quantify important atmospheric compounds that relate to air quality in a complex sample matrix, such as ambient aerosol particles. Additionally, the use of paper spray ionization for direct filter analysis is a fast, relatively inexpensive sample preparation technique that can be used to reduce sample manipulation from solvent-induced reactions. Copyright
Alkoxy radical accelerated β-fragmentation of alcohols and lactols
Rigby, James H.,Payen, Anne,Warshakoon, Namal
, p. 2047 - 2049 (2001)
Treatment of alcohols and lactols with Pb(OAc)4/Cu(OAc)2 in refluxing benzene provides the corresponding δ-unsaturated carbonyl products.
Synthesis and analgesic activity of new compounds combining azaadamantane and monoterpene moieties
Ponomarev, Konstantin,Pavlova, Alla,Suslov, Evgeniy,Ardashov, Oleg,Korchagina, Dina,Nefedov, Andrej,Tolstikova, Tat'Yana,Volcho, Konstantin,Salakhutdinov, Nariman
, p. 4146 - 4156 (2015)
Synthesis of new compounds that combine the diazaadamantane and monoterpenoid moieties was carried out based on the reaction between dimethylbispidinone and monoterpene-derived aldehydes. Investigation of the analgesic activity of the obtained products revealed that compound 5a synthesized from (-)-myrtenal had a higher efficacy compared with the reference drug, diclofenac sodium, in the acetic acid-induced writhing and hot plate tests. Compound 5a exhibits a low acute toxicity and does not cause damage to the gastric mucosa, and its analgesic effect is, at least partially, mediated by the cannabinoid system involving CB1 receptors.
Development of rapid and selective epoxidation of α-pinene using single-step addition of H2O2in an organic solvent-free process
Eze, Valentine C.,Harvey, Adam P.,López Fernández, Ana María,Mukhtar Gunam Resul, Mohamad Faiz,Rehman, Abdul
, p. 33027 - 33035 (2021/12/07)
This study reports substantial improvement in the process for oxidising α-pinene, using environmentally friendly H2O2 at high atom economy (～93%) and selectivity to α-pinene oxide (100%). The epoxidation of α-pinene with H2O2 was catalysed by tungsten-based polyoxometalates without any solvent. The variables in the screening parameters were temperatures (30-70 °C), oxidant amount (100-200 mol%), acid concentrations (0.02-0.09 M) and solvent types (i.e., 1,2-dichloroethane, toluene, p-cymene and acetonitrile). Screening the process parameters revealed that almost 100% selective epoxidation of α-pinene to α-pinene oxide was possible with negligible side product formation within a short reaction time (～20 min), using process conditions of a 50 °C temperature in the absence of solvent and α-pinene/H2O2/catalyst molar ratio of 5?:?1?:?0.01. A kinetic investigation showed that the reaction was first-order for α-pinene and catalyst concentration, and a fractional order (～0.5) for H2O2 concentration. The activation energy (Ea) for the epoxidation of α-pinene was ～35 kJ mol-1. The advantages of the epoxidation reported here are that the reaction could be performed isothermally in an organic solvent-free environment to enhance the reaction rate, achieving nearly 100% selectivity to α-pinene oxide.
Tailoring Lewis/Br?nsted acid properties of MOF nodesviahydrothermal and solvothermal synthesis: simple approach with exceptional catalytic implications
Bohigues, Benjamin,Boronat, Mercedes,Corma, Avelino,Lopes, Christian W.,Meira, Débora M.,Moliner, Manuel,Rojas-Buzo, Sergio
, p. 10106 - 10115 (2021/08/04)
The Lewis/Br?nsted catalytic properties of the Metal-Organic Framework (MOF) nodes can be tuned by simply controlling the solvent employed in the synthetic procedure. In this work, we demonstrate that Hf-MOF-808 can be prepared from a material with a higher amount of Br?nsted acid sites,viamodulated hydrothermal synthesis, to a material with a higher proportion of unsaturated Hf Lewis acid sites,viamodulated solvothermal synthesis. The Lewis/Br?nsted acid properties of the resultant metallic clusters have been studied by different characterization techniques, including XAS, FTIR and NMR spectroscopies, combined with a DFT study. The different nature of the Hf-MOF-808 materials allows their application as selective catalysts in different target reactions requiring Lewis, Br?nsted or Lewis-Br?nsted acid pairs.
