Nucleophilic coupling of alkali 2-naphthoxides with 1-bromo-2 naphthols. Ion-pairing and halogen dance in the formation of 1,1′-binaphthalene-2,2′-diols
作者:Martin Bělohradský、Petr Holý、Jiří Závada
DOI:10.1039/p29950001853
日期:——
A very pronounced effect of solvent and cation has been found in the investigated reaction, indicating that ion-pairing is indispensable in the title product formation. A simple rationale has been provided assuming self-assembly of the complementary reactants driven by hydrogen bonding and ion-pairing interactions. Concomitantly, halogen exchange between the reaction partners has been demonstrated to be a concurrent pathway, resulting from the nucleophilic 2-naphthoxide attack at the bromine terminus of the C-alpha-Br bond in the participating 1-bromo-2-naphthol.
Pummerer, Chemische Berichte, 1919, vol. 52, p. 1404,1411
作者:Pummerer
DOI:——
日期:——
Forlani Luciano, Lugli Andrea, Nanni Daniele, Todesco Paolo E., J. Chem. Soc. Perkin Trans 2, (1994) N 6, S 1291-1293
作者:Forlani Luciano, Lugli Andrea, Nanni Daniele, Todesco Paolo E.