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Benzocrown derivatives as ionophores for alkali cations, II. Synthesis and comparison of urethane‐, ether‐, and ester‐linked bis‐crown compounds and several „crown‐ring free”︁ analogues
Author(s) -
Tőke Lászlo,
Bitter István,
Ágai Béla,
Hell Zoltán,
Lindner Ernő,
Tóth Klára,
Horváth Mária,
Harfouch Salman,
Pungor Ernő
Publication year - 1988
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198819880610
Subject(s) - chemistry , ionophore , crown ether , alkali metal , ring (chemistry) , ether , hydrogen bond , selectivity , nitro , medicinal chemistry , polymer chemistry , ring size , organic chemistry , molecule , ion , catalysis , calcium , alkyl
Nitro derivatives of bis‐crown ethers with urethane ( 2 ), ether ( 10 ), and ester ( 9, 16 ) linkage not being able to form hydrogen bridges were synthesized, and their K + selectivities were determined. A remarkable effect of the NO 2 group on the selectivity was observed when a NO 2 …NH hydrogen bond could be formed while the others showed only slight improvement in general electroanalytical parameters. Several analogues without the crown ether ring ( 25, 26 ) were also prepared, but these compounds lost their alkaline ionophore properties.