• Title/Summary/Keyword: Substitution reaction

Search Result 581, Processing Time 0.024 seconds

Origin of Exo/Endo Selectivity in the Intramolecular Diels-Alder Reaction

  • Yan, Shihai;Ryu, Do-Hyun;Lee, Jin-Yong
    • Bulletin of the Korean Chemical Society
    • /
    • v.31 no.9
    • /
    • pp.2527-2530
    • /
    • 2010
  • The stereoselectivity of the intramolecular Diels-Alder reactions of 1 and its derivatives were investigated by ab initio calculations. The stereoselectivity mainly originates from the steric repulsion and the orbital interactions. The additional s-cis and s-trans conformations by introducing the carbonyl group at the neighbor of diene or dienophile may change the stereoselectivity, hence this kind of substitution can be utilized for stereoselectivive asymmetric synthesis.

Direct Substitution Reaction of Phenylethyl Bromides

  • Jeong, Woon-Sou
    • Nuclear Engineering and Technology
    • /
    • v.5 no.1
    • /
    • pp.26-29
    • /
    • 1973
  • Halongen exchange reactions of phenylethyl bromides have been studied in acetone at 25$^{\circ}$and 35$^{\circ}C$. Results show that the reaction proceeds by a typical S$_{N}$2 path, and steric crowding effect in 1-phenylethyl bromide gives large variation in the activation parameters for chloride exchange.

  • PDF

Solvent Effect on the Reactions of DANSYL and BANSYL Chlorides with Substituted Pyridines

  • 성대동;강동효;장정아;박성배;류준하
    • Bulletin of the Korean Chemical Society
    • /
    • v.19 no.5
    • /
    • pp.561-564
    • /
    • 1998
  • Solvent effects on the reactions of DANSYL and BANSYL chlorides with substituted pyridines have been investigated using two parameters of Taft's solvatochromic correlation and four parameters of Kirkwood-Onsager, Parker, Marcus, Hildebrand equation. The acetonitrile molecules accelerate charge separation of the reactants and stabilize the transition state. The coefficient of the solvent parameters provide a good information to predict and to analyze the reaction mechanism. The nucleophilic substitution reaction of DANSYL and BANSYL chlorides with substituted pyridines are ruled by the contribution of the change in dipole moment term and polarity-polarizability term.