Synthesis of functionalized linear poly(divinylbenzene). III. Synthesis of polymeric delocalized carbanion of poly(divinylbenzene) and its reactions

A polymeric delocalized carbanion of poly(divinylbenzene) [poly(DVB)] (2) was obtained by the proton abstraction with alkyllithium from the acidic methine moieties (H_A) of linear poly(DVB) (1) , which was prepared by the polymerization of DVB initiated by acetyl perchlorate. The formation of polyanion 2 was confirmed by UV–visible spectroscopy (λ_max = 630 nm) and the reaction with methyl iodide to give methylated poly(DVB). Delocalized polyanion 2 reacted with various electrophilic reagents in THF at 60°C, to yield poly(DVB) derivatives having pendant trimethylsilyl, vinyl, vinyloxyl, hydroxyl, and carboxyl groups. Proton abstraction with base and subsequent reactions with electrophiles were also studied with the linear unsaturated dimer of styrene (1,3-diphenyl-1-butene), as a model for poly(DVB) 1 .     

Regioselectivity in the addition of alkanethiols to vinylacetylene in superbasic media of alkali-metal hydroxides in dimethyl sulfoxide

Conclusions The reaction of vinylacetylene with alkanethiols is largely directed toward the formation of alkyl 1,3-butadien-l-yl sulfide with increasing basicity of the system consisting of an alkali-metal hydroxide and DMSO. A reduction in the basicity facilitates the formation of alkyl 2,3-butadien-l-yl sulfide.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2800–2803, December, 1985.     

Condensation of α-ethoxyacrolein with secondary amines

Conclusions Morpholine, piperidine, and dibutylamine undergo both 1,2 and 1,4 addition to -ethoxyacrolein to form a mixture of 3,3- and 1,3-diamino-2-ethoxy-1-propenes. The N-formyl derivative of the starting amine is a side product. The reaction of -ethoxyacrolein with diethylamine gives only splitting of the C-C bond and formation of N-formyldiethylamine.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2610–2612, November, 1985.     

Reaction of α-alkoxyacroleins with acetone cyanohydrin

Conclusions -Alkoxyacroleins add acetone cyanohydrin in the presence of piperidine to give 1-N-piperidino-1-cyano-2-alkoxy-2-propenes, which in the presence of piperidine or on long storage are isomerized to 1-N-piperidino-1-cyano-2-alkoxy-1-propenes.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2122–2124, September, 1973.     

Far-IR spectra of charge-transfer complexes between IX (X = Cl,Br or I) and trans-1,2-bis(4-pyridyl)ethylene, 1,2-bis(4-pyridyl)ethane and 4,4′-

Far-IR spectra of charge-transfer complexes of trans-1,2-bis(4-pyridyl)ethylene (Bpe), 1,2-bis(4-pyridyl)ethane (Bpa) and 4,4′-bipyridyl (4,4′-