title: Regiochemical variation in the electrophilic addition of HBr to 1-phenylprop-1-yne.
abstract: The reaction of aryl alkynes with dilute methylene chloride solutions of quaternary ammonium bromide and 20% trifluoroacetic acid produces primarily the syn Markovnikov adducts of hydrogen bromide. At moderate concentrations of the bromide, the principal product is the Markovnikov anti adduct. At high concentrations of bromide, the anti-Markovnikov anti addition product predominates.
authors.affiliation: Department of Chemistry, Bard College, Annandale-on-Hudson, New York 12504, USA.
authors.forename: Hilton M
authors.initials: HM
authors.lastname: Weiss
authors.forename: Kim M
authors.initials: KM
authors.lastname: Touchette
authors.forename: Frantz
authors.initials: F
authors.lastname: Andersen
authors.forename: David
authors.initials: D
authors.lastname: Iskhakov