Premium
Functionalized Derivatives of Benzocrown Ethers, I. Ionophores Containing Amino and Pyridinium Groups Derived From Benzo‐15‐crown‐5, Benzo‐18‐crown‐6, and Dibenzo‐18‐crown‐6
Author(s) -
Barboiu Mihai,
Popescu Georgeta,
Barboiu Camelia,
Supuran Claudiu T.,
Luca Constantin
Publication year - 1996
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199619960615
Subject(s) - chemistry , pyridinium , crown ether , reagent , acylation , organic chemistry , catalysis , medicinal chemistry , ether , ion
Acylation reactions of benzocrown ethers with N ‐phthalimido‐protected derivatives of β‐alanine and 11‐aminoundecanoic acid, respectively, were investigated in acid catalysis by using the Eaton reagent. Deprotection of the obtained compounds by hydrazinolysis afforded derivatives with free amino groups the reaction of which with one or two equivalents of 2,4,6‐trisubstituted pyrylium salts furnished pyridinium derivatives. All these new benzocrown ether derivatives were characterized by elemental analysis and IR and NMR spectroscopy.