50325-49-0Relevant articles and documents
A New Polymer-Anchored Chiral Catalyst for Asymmetric Michael Addition Reactions
Sundararajan,Prabagaran
, p. 389 - 392 (2001)
(Equation Presented) Monomer (R,R)-3-aza-3-(p-vinylbenzyl)-1,5-diphenyl-1,5-dihydroxypentane (2) when polymerized with styrene and divinylbenzene affords polymers, onto which lithium and aluminum are incorporated via reaction with lithium aluminum hydride
Star polymers by cross-linking of linear poly(benzyl-L -glutamate) macromonomers via free-radical and RAFT polymerization. A simple route toward peptide-stabilized nanoparticles
Audouin, Fabrice,Knoop, Ruther J. I.,Huang, Jin,Heise, Andreas
, p. 4602 - 4610 (2010)
Poly(benzyl-L-glutamate) (PBLG) macromonomers were synthesized by N-carboxyanhydride (NCA) polymerization initiated with 4-vinyl benzylamine. MALDI-ToF analysis confirmed the presence of styrenic end-groups in the PBLG. Free-radical and RAFT polymerizatio
Physically mixed catalytic system of amino and sulfo-functional porous organic polymers as efficiently synergistic co-catalysts for one-pot cascade reactions
Bian, Guomin,Huang, Xianpei,Liu, Fuyao,Qi, Yonglin,Sun, Zunming,Yang, Xinlin,Yang, Xinyue,Zhang, Mengmeng,Zhang, Wangqing
, p. 9546 - 9556 (2020/06/17)
In this article, acid/base bi-functional polymeric materials were prepared using physically mixed porous poly(divinylbenzene-co-4-vinylbenzenesulfonic acid) (P(DVB-VBS)) with sulfonic acid groups and poly(divinylbenzene-co-4-vinylbenzyl amine) (P(DVB-VBA)) with amino groups, which were synthesized by solvothermal polymerization of crosslinker DVB with either phenyl 4-vinylbenzenesulfonate (PVBS) or 4-vinylbenzyl amine hydrochloride (VBAH) functional monomers together with subsequent hydrolyzation or alkaline treatment. The bi-functional polymeric materials were utilized as a synergistic catalytic system for one-pot cascade reactions including deacetalization-Henry condensation reaction, deacetalization-Knoevenagel condensation reaction and the transformation of 3,4-dihydropyran derivatives to α-ester cyclohexenone compounds. The crosslinked polymeric frameworks effectively isolated sulfonic acid and primary amine groups to ensure their roles as both acid and base catalyst simultaneously in a one-pot system. The hierarchical porosity of a physically mixed acid/base co-catalyst system provided the possibility for the multi-step transformation of more complex substrates.
Preparation of functional monomers as precursors of bioprobes from a common styrene derivative and polymer synthesis
Hayama, Riho,Koyama, Tetsuo,Matsushita, Takahiko,Hatano, Ken,Matsuoka, Koji
, (2018/11/24)
CM-Str (4-(Chloromethyl)styrene) was used as a useful starting material for the construction of a series of functional monomers. Substitution of the chlorine to the corresponding azide was performed, and the reduction of the azide proceeded smoothly to afford an aminostyrene, which was used as a common precursor for the preparation of functional monomers. Condensation of the amine with a fluorophore, biotin and carbohydrate was accomplished. Among the monomers, a carbohydrate monomer was polymerized with or without acrylamide as a model polymerization to yield the corresponding water-soluble glycopolymers, and biological evaluations of the glycopolymers for a lectin, and wheat germ agglutinin (WGA), were carried out on the basis of the fluorescence change of tryptophan in the WGA.
Heteroatom Donor-Decorated Polymer-Immobilized Ionic Liquid Stabilized Palladium Nanoparticles: Efficient Catalysts for Room-Temperature Suzuki-Miyaura Cross-Coupling in Aqueous Media
Doherty, Simon,Knight, Julian G.,Backhouse, Tom,Abood, Einas,Al-shaikh, Hind,Clemmet, Ashley R.,Ellison, Jack R.,Bourne, Richard A.,Chamberlain, Thomas W.,Stones, Rebecca,Warren, Nicholas J.,Fairlamb, Ian J. S.,Lovelock, Kevin R. J.
supporting information, p. 3716 - 3731 (2018/09/14)
Palladium nanoparticles stabilized by heteroatom donor-modified polystyrene-based polymer immobilized ionic liquids (PdNP@HAD-PIILP; HAD-PPh2, OMe, NH2, CN, pyrrolidone) are highly efficient catalysts for the Suzuki-Miyaura cross-cou
Chemo- and Site-Selective Alkyl and Aryl Azide Reductions with Heterogeneous Nanoparticle Catalysts
Udumula, Venkatareddy,Nazari, S. Hadi,Burt, Scott R.,Alfindee, Madher N.,Michaelis, David J.
, p. 4423 - 4427 (2016/07/12)
Site-selective modification of bioactive natural products is an effective approach to generating new leads for drug discovery. Herein, we show that heterogeneous nanoparticle catalysts enable site-selective monoreduction of polyazide substrates for the generation of aminoglycoside antibiotic derivatives. The nanoparticle catalysts are highly chemoselective for reduction of alkyl and aryl azides under mild conditions and in the presence of a variety of easily reduced functional groups. High regioselectivity for monoazide reduction is shown to favor reduction of the least sterically hindered azide. We hypothesize that the observed selectivity is derived from the greater ability of less-hindered azide groups to interact with the surface of the nanoparticle catalyst. These results are complementary to previous Staudinger reduction methods that report a preference for selective reduction of electronically activated azides.
Surface structure and composition of narrowly-distributed functional polystyrene particles prepared by dispersion polymerization with poly(l-glutamic acid) macromonomer as stabilizer
Itoh, Tomomichi,Tamamitsu, Tetsuo,Shimomoto, Hiroaki,Ihara, Eiji
, p. 183 - 193 (2015/07/07)
A novel macromonomer composed of poly(α-l-glutamic acid) was used as a stabilizer for dispersion polymerization of styrene in DMF-water medium with AIBN initiator, giving narrowly-distributed functional polystyrene particles on which the poly(α-l-glutamic acid) was grafted. The resultant particles had 0.54-2.12 μm in size and 0.2-2.6 residue/nm2 in surface density and showed a pH-responsive colloidal behavior associated with a helix-coil transformation of the surface poly(α-l-glutamic acid). Not only the particle size but also the surface density were controlled with macromonomer concentration, macromonomer length, DMF composition, and styrene concentration, while no consistent trend for AIBN concentration was observed. A gel-permeation-chromatography curve of the particles was separated into three components. We tentatively identify the origin of each component and propose a possibility that unstable particles, which were generated even after the growing particles were stabilized, took an important role in particle growth and size distribution of the resultant particles.
Controlled radical polymerization of styrene-based models of the active site of the [FeFe]-hydrogenase
Heine, Daniel,Pietsch, Christian,Schubert, Ulrich S.,Weigand, Wolfgang
, p. 2171 - 2180 (2013/05/21)
Within this study, we report on the first controlled radical polymerization of styrene-based models of the active site of the [FeFe]-hydrogenase. Three different model complexes based on styrene were prepared including propanedithiolato-bridged, 2-azaprop
Nitroxide-mediated controlled radical polymerizations of styrene derivatives
Stals, Patrick J. M.,Phan, Trang N. T.,Gigmes, Didier,Paffen, Tim F. E.,Meijer,Palmans, Anja R. A.
experimental part, p. 780 - 791 (2012/05/19)
Several (protected) amine and alcohol functionalized styrene monomers were synthesized via readily accessible synthetic routes. The controlled radical copolymerization of these functionalized styrene monomers with styrene was performed using two alkoxyamines, namely N-(2-methylpropyl)-N-(1- diethylphosphono-2,2-dimethylpropyl)-O-(2-carboxylprop-2-yl) hydroxylamine (MAMA-SG1) and N-tert-butyl-N-(2-methyl-1-phenylpropyl)-O-(1-phenylethyl) hydroxylamine. The copolymers obtained showed low polydispersities, controlled molecular weights, and a random topology. The thermal properties of the polymers were determined with differential scanning calorimetry. All polymers were amorphous and showed glass transition temperatures between 40 and 111 °C. Deprotection of the copolymers afforded amine or alcohol pendant polystyrenes which were readily functionalized with isocyanates.
Reactions of nitroalkenes with nitroalkanes or sulfur ylides catalyzed by amine-thiourea bifunctional polymeric organocatalysts
Lu, Jinni,Toy, Patrick H.
scheme or table, p. 2985 - 2990 (2012/01/07)
Non-cross-linked and cross-linked bifunctional polystyrenes bearing both amine and thiourea groups have been synthesized and used as organocatalysts in reactions between nitroalkenes and nitroalkanes or sulfur ylides. Control experiments using monofunctional polymers with only either amine or thiourea groups attached indicated that both functional groups were essential for efficient catalysis of the reactions studied. The non-cross-linked polystyrene was soluble in typical organic solvents and was used as a homogeneous catalyst, while the cross-linked polystyrene was used as a heterogeneous catalyst. Georg Thieme Verlag Stuttgart · New York.
