REACTIONS OF ACETYLENIC GAMMA-GLYCOLS .32. THE ACTION OF HYDROGEN, PHOSPHORUS AND THIONYL HALIDES (CL, BR) ON 1,4-DIPHENYLBUT-2-YNE-1,4-DIOL

Authors
JASIOBEDZKI W WOZNIAKKORNACKA J PETRUS E
Citation
W. Jasiobedzki et al., REACTIONS OF ACETYLENIC GAMMA-GLYCOLS .32. THE ACTION OF HYDROGEN, PHOSPHORUS AND THIONYL HALIDES (CL, BR) ON 1,4-DIPHENYLBUT-2-YNE-1,4-DIOL, Bulletin of the Polish Academy of Sciences. Chemistry, 43(3), 1995, pp. 189
Citations number
48
Categorie Soggetti
Chemistry
Journal title
Bulletin of the Polish Academy of Sciences. Chemistry → ACNP
ISSN journal
02397285
Volume
43
Issue
3
Year of publication
1995
Database
ISI
SICI code
0239-7285(1995)43:3<189:ROAG.T>2.0.ZU;2-0
Abstract
From the symmetric title diol (1) dihalogenoacetylenes (Cl, 2; Br, 5), dihalogenobuta-1,3-dienes (Cl, 3; Br, 6) and also tribromoolefine 4 h ave been obtained. Because of steric crowding the dienic 5 and olefini c 4 derivatives were formed selectively as sing:le isomers (stereospec ific reactions). The possible pathways of reaction in the presence of HBr have been discussed. The reactions of symmetric diol 1 were compar ed with those of asymmetric diol 1. The generalizations concerning rea ctions of symmetric acetylenic gamma-glycols with HX, PX(3) and SOX(2) (X = Cl, Br) have been derived.