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• 100-43-6 4-vinylpyridine 

Relevant academic research and scientific papers

Generation of phosphide anions from phosphorus red and phosphine in strongly basic systems to form organylphosphines and -oxides

Generation of phosphide anions from phosphorus red or phosphine under the action of strong bases followed by their reactions with organyl halides, electrophilic alkenes and alkynes proves to be the most straightforward and well-controlled route to mono-, di-or triorganylphosphines or phosphine oxides of diverse structure.

Bis[2-(4-pyridyl)ethyl](2-cyanoethyl)phosphine Oxide: Synthesis and Reactions with 1,4-Dihalobutanes

Bis[2-(4-pyridyl)ethyl]phosphine reacts with acrylonitrile under mild conditions to form bis[2-(4- pyridyl)ethyl](2-cyanoethyl)phosphine which is readily oxidized in air to the corresponding bis[2-(4-pyridyl)- ethyl](2-cyanoethyl)phosphine oxide. The latter compound reacts with 1,4-dihalobutanes according the scheme of polyquaternization with practically quantitative formation of high-molecular cationic compounds (ionenes) bearing phosphine oxide groups and pyridinium cycles in the main chain. The thus obtained ionenes enter the intermolecular interaction with anionic polyelectrolytes (polyacrylic acid, heparin). They were also found to exhibit antibacterial activity.

Synthesis and properties of a new family of phosphorus- and nitrogen-containing ionenes

Polyquaternization reactions of bis[2-(4-pyridyl)ethyl]phenylethylphosphine oxide and tris[2-(4-pyridyl)ethyl]phosphine oxide with 1,4-dibromobutane were implemented for the first time to give linear (water-soluble) and cross-linked (limitedly water swelling), respectively, representatives of new phosphorus- and nitrogen-containing ionenes. The synthesized linear ionenes react with heparin and polyacrylic acid yielding water-insoluble polyelectrolyte complexes.

Facile atom-economic synthesis of ammonium diselenophosphinates via three-component reaction of secondary phosphines, elemental selenium, and ammonia

The three-component reaction between secondary phosphines, R2PH [R=Ph(CH2)2, PhCHMeCH2, PhCH2CHMe, 4-t-BuC6H4(CH2)2, 4-MeOC 6H4(CH2)2, 2-furyl(CH 2)2, 4-pyridyl(CH2)2, 6-Me-3-pyridyl(CH2)2, Ph], elemental selenium, and ammonia proceeds under mild conditions (EtOH-H2O, 53-55 C or EtOH, r.t., 10 min) without the formation of byproducts to give the first representatives of ammonium diselenophosphinates in high yields (up to 96%). Georg Thieme Verlag Stuttgart - New York.

Rapid and convenient one-pot method for the preparation of alkali metal phosphinodiselenoates

Alkali metal phosphinodiselenoates, R2PSe2M (R=aralkyl, hetaralkyl, Ph; M=Li, Na, K, Rb, Cs), were synthesized in high yields (up to 98%) by a three-component reaction of a secondary phosphine, elemental selenium, and an alkali metal hydroxide under mild conditions (ethanol, room temperature, 5 min). Georg Thieme Verlag Stuttgart · New York.

Reactions of Red Phosphorus and Phosphine with Electrophiles in Superbasic Systems. IX. Addition of Phosphine to Vinylpyridines in the KOH-DMSO System

Nucleophilic addition of phosphine generated from red phosphorus and alkali metal hydroxide to a weakly electrophilic double bond in vinylpyridines in a superhasic KOH-DMSO suspension is studied. Conditions are found for selective preparation of corresponding secondary and tertiary phosphines and phosphine oxides in high yields.

Alkylation of phosphine PH3 generated from red phosphorus

The generation of phosphine PH3 by alkaline hydrolysis of red phosphorus is realized. The subsequent alkylation of PH3 by terminal alkenes and alkynes in basic media leading to the corresponding aliphatic and vinylic phosphine derivatives can occur by two-steps or one-pot reaction by a Michael-like reaction mechanism.

REACTION OF PHOSPHORUS WITH ELECTROPHILES IN SUPERBASIC MEDIA. V. REACTION OF RED PHOSPHORUS WITH VINYLPYRIDINES AND ITS ACTIVATION BY ULTRASOUND

Red phosphorus reacts with 4-vinyl- and 2-methyl-5-vinylpyridines in a superbasic suspension composed of alkali-metal hydroxides with polar nonhydroxylic solvents (DMSO, HMPA), yielding trisphosphine oxide (II), trisphosphine oxide (III), bis- and bisphosphinic acids, bis- and bisphosphines, and trisphosphine, and, in the case of 4-vinylpyridine, oligomeric tertiary pyridylalkylphosphine oxides.Conditions for the selective preparation of the phosphine oxides (II) and (III) in 30 and 47percent yields respectively were determined.The ultrasound treatment of the reaction mixture increases the rates and overall efficiency of the reactions.