13368-25-7

Upstream product

• 7486-35-3 tri-n-butyl(vinyl)tin 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 2628-17-3 4-Vinylphenol 
• 1075-49-6 4-ethenylbenzoic acid 
• 1592-12-7 4-acetoxymethylstyrene 
• 1074-61-9 (4-vinyl-phenyl)-methanol 
• 1592-20-7 4-Vinylbenzyl chloride 
• 51359-78-5 4-(bromomethyl)benzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 160055-56-1 5-β-D-glucopyranosyl-1,3-dimethyl-5-(4-vinylbenzyl)barbiturate 
• 54762-77-5 4-(4-Vinyl-styryl)-biphenyl 
• 1005031-34-4 2-(4-vinylbenzylthio)-3-methylthio-6,7-bis(hexylthio)tetrathiafulvalene 
• 1572176-76-1 1,1-bis(4-vinylbenzyl)pyrrolidin-1-ium bromide 
• 1616285-23-4 25-(4-vinylbenzyl)-26,27,28-hydroxycalix[4]arene 
• 60682-97-5 (1E)-1,2-bis[3-(bromomethyl)phenyl]diazene 

Relevant academic research and scientific papers

Metalloporphyrin and Ionic Liquid-Functionalized Covalent Organic Frameworks for Catalytic CO2Cycloaddition via Visible-Light-Induced Photothermal Conversion

We report the construction of a porphyrin and imidazolium-ionic liquid (IL)-decorated and quinoline-linked covalent organic framework (COF, abbreviated as COF-P1-1) via a three-component one-pot Povarov reaction. After post-synthetic metallization of COF-P1-1 with Co(II) ions, the metallized COF-PI-2 is generated. COF-PI-2 is chemically stable and displays highly selective CO2 adsorption and good visible-light-induced photothermal conversion ability (ΔT = 26 °C). Furthermore, the coexistence of Co(II)-porphyrin and imidazolium-IL within COF-PI-2 has guaranteed its highly efficient activity for CO2 cycloaddition. Of note, the needed thermal energy for the reactions is derived from the photothermal conversion of the Co(II)-porphyrin COF upon visible-light irradiation. More importantly, the CO2 cycloaddition herein is a "window ledge"reaction, and it can proceed smoothly upon natural sunlight irradiation. In addition, a scaled-up CO2 cycloaddition can be readily achieved using a COF-PI-2@chitosan aerogel-based fixed-bed model reactor. Our research provides a new avenue for COF-based greenhouse gas disposal in an eco-friendly and energy- and source-saving way.

Syntheses and interfacial characterization of graft copolymers from styrene and 2-hydroxyethyl methacrylate that comprise either trunks or branches

Polystyrene (PS) and poly(2-hydroxyethyl methacrylate) (PHEMA) macromonomers with either p-vinylbenzyl or methacrylate end groups were prepared by living anionic polymerizations of styrene and 2-(trimethylsilyloxy)ethyl methacrylate, respectively, followe

Effect of counterions on the self-assembly of polystyrene-polyphosphonium block copolymers

The ability to manipulate block copolymers on the nanoscale has led to many scientific and technological advances. These include nanoscale ordered bulk and thin films and also solution phase components; these are promising materials for making smaller ord

Radical-mediated alkoxypolyhaloalkylation of styrenes with polyhaloalkanes and alcoholsviaC(sp3)-H bond cleavage

We have developed a new radical-mediated alkoxypolyhaloalkylation of styrenes with polychloroalkanes and alcohols for the facile synthesis of complex polyhaloalkanes. 4-Methoxybenzenediazonium tetrafluoroborate is a good radical initiator for this transformation. This protocol is well applied to the late-stage functionalization of complex molecules, including vitamin E, estrone and cholesterol derivatives.

Reactive polymer zwitterions: Sulfonium sulfonates

Sulfonium sulfonate, or sulfothetin, zwitterionic monomers were synthesized by ring-opening of 1,3-propanesultone with dialkyl sulfides containing styrenic or methacrylic moieties. Reversible addition-fragmentation chain-transfer polymerization of these m

Palladium-catalyzed silylation reaction between benzylic halides and silylboronate

An efficient Pd-catalyzed silylation reaction of benzylic halides with silylboronate is reported. In this reaction, primary and secondary benzylic halides could react well with silylboronates to afford benzylic silanes. This reaction accommodates a broad substrate scope and proceeds smoothly under very mild reaction conditions. The corresponding products could be obtained in moderate to high yields and with stereospecificity.

ELECTRORESPONSIVE TECHNOLOGY

A styrene based water soluble polymer containing pendant sulfonated calix[4]arene groups has been synthesized by using free radical polymerization combined with post-polymerization sulfonation chemistry. The monomer 25-(4-vinylbenzyl)-26, 27, 28-hydroxy-calix[4]arene was prepared in 3 steps: (1) reduction of 4-vinyl benzoic acid to the respective alcohol (2) formation of the bromide by the Appel reaction and (3) synthesis of the respective ether by Williamson O-alkylation reaction with calix[4]arene. Polymerization was accomplished by azobisisobutyronitrile (AIBN) initiated free radical polymerization technique. Electro-responsive properties of the sulfonated polymer were studied wherein a response to electrochemical stimulus is observed when guest molecules of methyl viologen are incorporated with polymerized 25-(4-vinylbenzy1)-26, 27, 28-hydroxy-calix[4]arene.

Electrochemical responsive arrays of sulfonatocalixarene groups prepared by free radical polymerization

A styrene based water soluble polymer containing pendant sulfonated calix[4]arene groups has been synthesized by using free radical polymerization combined with post-polymerization sulfonation chemistry. The monomer 25-(4-vinylbenzyl)-26, 27, 28-hydroxy-calix[4]arene (VBC4A) was prepared in 3 steps: (1) reduction of 4-vinyl benzoic acid to the respective alcohol (2) formation of the bromide by the Appel reaction and (3) synthesis of the respective ether by Williamson O-alkylation reaction with calix[4]arene. Polymerization was accomplished by azobisisobutyronitrile (AIBN) initiated free radical polymerization technique to afford P(VBC4A) with Mn value of 7090 g/mol and moderate polydispersity. The resulting P(VBC4A) was subsequently reacted with acetyl sulfate to afforded the sulfonated polymer. The reaction was followed by nuclear magnetic resonance and infrared spectroscopy, and the results suggest that the sulfonation reaction lead to nearly quantitative functionalization of the calixarene functional polymer. Elemental analysis by X-ray photoelectron spectroscopy confirmed these findings on the degree of sulfonated functionalization. Electro-responsive properties of the sulfonated polymer were studied by cyclic voltammetry and isothermal titration calorimetry in phosphate buffer saline solution. A response to electrochemical stimulus is observed where guest molecules of methyl viologen incorporate and dissociate with P(VBSC4A).

Synthesis and application of polytetrahydrofuran-grafted polystyrene (PS-PTHF) resin supports for organic synthesis

Cross-linked polystyrene (PS) with polytetrahydrofuran (PTHF) chains were prepared for use in solid phase organic synthesis (SPOS). The resins were prepared from styrene, styrene-PTHF macromonomers and cross-linkers 1,4-bis[4-vinylphenoxy]butane or divinylbenzene by suspension polymerization. The styrene-PTHF macromonomers were prepared by cationic polymerization of 4-vinylbenzyl bromide and 4-(4-vinylphenoxy)butyl iodide activated by silver hexafluoroantimonate and 4-(5-hydroxypentyl)styrene activated by triflic anhydride. Alternatively, polytetrahydrofuran-grafted polystyrene (PS-PTHF) resins could also be directly prepared from 5-hydroxypentyl JandaJel by cationic polymerization using triflic anhydride as the initiator. These PS-PTHF resins exhibited good swelling characteristics across a wide spectrum of polar and non-polar solvents. These resins were used in the synthesis of 3-methyl-1-phenyl-2-pyrazolin-5-one, which requires β-ketoester formation at low temperature (-78°C), resulting in good yield and product purity; whereas the same synthesis carried out on PEG-grafted PS (PS-PEG) resin resulted in incomplete synthesis.

Efficient and selective Stille cross-coupling of benzylic and allylic bromides using bromobis(triphenylphosphine)(N-succinimide)palladium(II)

Allylic and benzylic bromides are cross-coupled with organostannanes efficiently using the precatalyst [Pd(NCOC2H4CO)(PPh 3)2Br] 1. Significantly, these reactions do not require the use of hexamethylphosphoramide (HMPA) as the solvent, or additional ligands, such as trifurylphosphine or triphenylarsine. Selectivity for benzyl bromide over bromobenzene is observed for precatalyst 1, against the precatalysts, bromobis(triphenylphosphine)(benzyl)palladium(II) and bis(triphenylphosphine) palladium(II) bromide.