189350-73-0Relevant academic research and scientific papers
Selective Ruthenium-Catalyzed Hydrochlorination of Alkynes: One-Step Synthesis of Vinylchlorides
Dérien, Sylvie,Klein, Hubert,Bruneau, Christian
supporting information, p. 12112 - 12115 (2015/10/12)
An unprecedented ruthenium-catalyzed direct and selective alkyne hydrochlorination is reported and leads to vinylchlorides in excellent yields with atom economy. The reaction proceeds at room temperature from terminal alkynes and provides a variety of chloroalkenes. Only the regioisomer resulting from the formal Markovnikov addition is selectively formed. Mechanistic studies show the stereoselective syn addition of HCl to alkynes at room temperature and suggest a chloro hydrido RuIV species as a key intermediate of the reaction.
Synthesis of conjugated (1E,3E)- and (1Z,3Z)-1,4-di(n-pyridyl) (or n-quinolyl)-1,3-butadienes from n-(2′-chloroethenyl)pyridine (or quinoline)
Rodríguez,Díaz-Oliva, Cristina
experimental part, p. 2512 - 2517 (2009/08/07)
The homocoupling reaction between the conjugated n-(2-chloroethenyl)pyridine; n, 2-, 3- and 4- (or quinoline; n, 2- and 4-) mediated by zero-valent nickel complexes at room temperature affords to the corresponding 1,4-diaryl-1,3-butadiene, always as the 1E,3E stereoisomer. The yield in 1,4-diaryl-1,3-butadiene increases with the nickel catalyst and hence, the active zero-valent nickel catalyst is not regenerated during the homocoupling reaction. The stereospecific synthesis of (1Z,3Z)-1,4-di(4′-pyridyl)-1,3-butadiene stereoisomer was efficiently carried out by partial hydrogenation of the appropriate 1,4-di(4′-pyridyl)-1,3-butadiyne.
Synthesis of 1,4-di(n-pyridyl)buta-1,3-diyne and formation of charge-transfer complexes. X-Ray structure of 1,4-di(3-pyridyl)buta-1,3-diyne
Rodriguez, J. Gonzalo,Martin-Villamil, Rosa,Cano, Felix H.,Fonseca, Isabel
, p. 709 - 714 (2007/10/03)
Ethynylpyridines have been satisfactorily prepared by two different routes: (a) the Wittig reaction between chloromethylene(triphenyl)phosphine ylide and a pyridinecarbaldehyde, followed by elimination of hydrogen chloride; (b) from the 2-methyl-4-(n-pyridyl)but-3-yn-2-ol intermediate, by elimination of acetone. 1,4-Di(n-pyridyl)buta-1,3-diynes are obtained by oxidative dimerization in good yield. An X-ray structure of the 3-substituted dimer is reported. Mono- and di-methyl salts of the 3-substituted diyne have been obtained and the charge-transfer complexes with tetramethyl-p-phenylenediamine (TMPD) are formed.
