1818-07-1Relevant articles and documents
Inclusion of two push-pull N -methylpyridinium salts in anionic surfactant solutions: A comprehensive photophysical investigation
Cesaretti, Alessio,Carlotti, Benedetta,Consiglio, Giuseppe,Del Giacco, Tiziana,Spalletti, Anna,Elisei, Fausto
, p. 6658 - 6667 (2015)
Two N-methylpyridinium salts with push-pull properties have been investigated in the aqueous solution of anionic micelles of sodium dodecyl sulfate (SDS) and potassium p-(octyloxy)benzenesulfonate (pOoBSK) surfactants. These molecules are known to be extr
The Co-operative Effect in the Activation of the Phenoxide Anion with Oligo(oxyethylenes) containing Quaternary Ammonium Groups
Janout, Vaclav,Masar, Bohumil,Hrudkova, Hana,Cefelin, Pavel
, p. 213 - 214 (1989)
An unusual increase in activity accompanying the catalysis of a model substitution reaction between sodium phenoxide and 1-bromo-octane with oligo(oxyethylenes), linear or bound to the polymer, was observed after the introduction of quaternary ammonium gr
Biodegradable ionic liquids: Selected synthetic applications
Bouquillon, Sandrine,Courant, Thomas,Dean, Darrell,Gathergood, Nicholas,Morrissey, Saibh,Pegot, Bruce,Scammells, Peter J.,Singer, Robert D.
, p. 843 - 847 (2007)
3-Methyl-1-(propyloxycarbonylmethyl)imidazolium octylsulfate 1a and 3-methyl-1-(pentyloxycarbonylmethyl)imidazolium octylsulfate 2a are ionic liquids that have previously been shown to be readily biodegradable in the CO2 headspace test (ISO 14593). In the present study, these ionic liquids were evaluated as reaction media for Diels?Alder and hydrogenation reactions. The comparison of the performance of these two designer solvents in these reactions with those conducted in other, non-biodegradable ionic liquids has demonstrated that they are comparable and viable solvents. CSIRO 2007.
Methylation with Dimethyl Carbonate/Dimethyl Sulfide Mixtures: An Integrated Process without Addition of Acid/Base and Formation of Residual Salts
Chan, Bun,Lui, Matthew Y.,Lui, Yuen Wai
, (2022/01/08)
Dimethyl sulfide, a major byproduct of the Kraft pulping process, was used as an inexpensive and sustainable catalyst/co-reagent (methyl donor) for various methylations with dimethyl carbonate (as both reagent and solvent), which afforded excellent yields of O-methylated phenols and benzoic acids, and mono-C-methylated arylacetonitriles. Furthermore, these products could be isolated using a remarkably straightforward workup and purification procedure, realized by dimethyl sulfide‘s neutral and distillable nature and the absence of residual salts. The likely mechanisms of these methylations were elucidated using experimental and theoretical methods, which revealed that the key step involves the generation of a highly reactive trimethylsulfonium methylcarbonate intermediate. The phenol methylation process represents a rare example of a Williamson-type reaction that occurs without the addition of a Br?nsted base.
Mesoporous aromatic frameworks modified by metal chlorides in phenol alkylation with oct-1-ene
Talanova, M. Yu.,Guojun,Karakhanov,Anisimov
, p. 2083 - 2087 (2020/01/21)
Mesoporous polyaromatic frameworks (PAF) based on tetraphenylmethane were synthesized. The PAF/AlCl3 and PAF/FeCl3 catalysts were prepared by impregnating the synthesized products with aluminum and iron chlorides, respectively. The r
Base-Free Palladium-Catalyzed Borylation of Aryl Chlorides with Diborons
Yamamoto, Yutaro,Matsubara, Hiroshi,Yorimitsu, Hideki,Osuka, Atsuhiro
, p. 2317 - 2320 (2016/07/28)
The base-free palladium-catalyzed borylation of aryl chlorides with diborons was achieved. The base-free conditions offered acceptable functional group compatibility. Based on experimental and computational studies, it was shown that smooth boryl transfer from the diborons to the arylpalladium chloride was promoted by strong interaction between the Lewis acidic boron and the chlorine atom on palladium.
Copper and l-sodium ascorbate catalyzed hydroxylation and aryloxylation of aryl halides
Song, Guang-Lin,Zhang, Zhang,Da, Yu-Xia,Wang, Xi-Cun
supporting information, p. 8823 - 8829 (2015/10/20)
CuSO4·5H2O and NaAsc catalyzed hydroxylation and C-O/C-S cross-coupling reactions of aryl halides with phenols or 4-methylbenzenethiol were described. A wide range of substrates and test cases highlight the synthetic utility of the approach. A series of phenols, diaryl ethers, alkylaryl ethers, and diaryl thioethers were synthesized in high yield.
Recyclable heterogeneous copper oxide on alumina catalyzed coupling of phenols and alcohols with aryl halides under ligand-free conditions
Swapna, Kokkirala,Murthy, Sabbavarapu Narayana,Jyothi, Mocharla Tarani,Nageswar, Yadavalli Venkata Durga
supporting information; experimental part, p. 5978 - 5988 (2011/10/05)
An efficient alumina-supported CuO-catalyzed O-arylation of phenols and aliphatic alcohols with various aryl as well as heteroaryl halides under ligand-free conditions are reported. This protocol provides a variety of diaryl ether and bis-diaryl ether motifs by reacting different aryl/aliphatic halides with differently substituted phenols and saturated alcohols in the presence of a catalytic amount of CuO on alumina and KOH as a base at moderate temperature under nitrogen atmosphere. The described methodology is simple, straightforward and efficient to afford the cross-coupled products in high yields under ligand-free conditions. The explored catalyst is inexpensive, air-stable and recyclable up to three cycles.
Synthesis and evaluation of alkoxy-phenylamides and alkoxy-phenylimidazoles as potent sphingosine-1-phosphate receptor subtype-1 agonists
Evindar, Ghotas,Bernier, Sylvie G.,Kavarana, Malcolm J.,Doyle, Elisabeth,Lorusso, Jeanine,Kelley, Michael S.,Halley, Keith,Hutchings, Amy,Wright, Albion D.,Saha, Ashis K.,Hannig, Gerhard,Morgan, Barry A.,Westlin, William F.
scheme or table, p. 369 - 372 (2011/03/18)
In the design of potent and selective sphingosine-1-phosphate receptor agonists, we were able to identify two series of molecules based on phenylamide and phenylimidazole analogs of FTY-720. Several designed molecules in these scaffolds have demonstrated selectivity for S1P receptor subtype 1 versus 3 and excellent in vivo activity in mouse. Two molecules PPI-4621 (4b) and PPI-4691 (10a), demonstrated dose responsive lymphopenia, when administered orally.
Etherification of darylmethanols and 1-phenylalkan-1-ols over platinum on carbon
Thiemann, Thies
experimental part, p. 515 - 525 (2010/04/23)
In the presence of platinum on carbon (Pt/C), diarylmethanols and donor substituted 1-phenylalkan-1-ols undergo cross-etherification with primary and secondary alcohols.
