International Summer School PROGRAM - Laboratoire d'Infochimie ...

Analysis of benzodiaza-15-crown-5 ether derivative binding properties
by potentiometric, optical and extraction methods
M. Oshchepkov , 1 O. Fedorova, 1,2,3 Yu. Fedorov 2 A. V. Anisimov 3
1
Mendeleev University of Chemistry and Technology of Russia,Russia, 125047 Moscow,
Miusskaya sqr., 9. E-mail: maxim.os@mail.ru
2
A. N. Nesmeyanov Institute of Organicelement Compounds of Russian Academy of
Sciences, Vavilova, 28, Moscow, 119991, GSP-1, Russia
2M. V. Lomonosov Moscow State University, Vorob’evi Gori, Moscow 119991, Russia
The coordination chemistry of macrocyclic ligands is a fascinating area of
current research in chemistry. There is a continuing interest in the binding properties of
polyazacompounds since these ambivalent ligands are able to interact with metal
cations.
R
O
O
Me
N
N
Me
O
Met
R=
C 17 H 35 NHC
=
HCO
Ag + , Cd +2 ,Hg +2, Ba +2 , Ca +2 , Co +2,
Cu +2 , Ni +2 , Pb +2 , Mg +2 , Zn +2
is able to form complexes in water
S
+
N
ClO -
4 Et
S
+
N
ClO -
4 Et
is chromophoric
diazacrown ether
compound
extractant
Our research concerns the analysis of the metal ion binding property of
benzodiaza-15-crown-5 ether when different substituents is introduced into the benzene
ring (derivatives 1-3 in scheme 1). Depending on the derivatives 1-3 properties the
potentiometric, optical and extraction methods were used for carrying out the research.
Compound 1 is formyl derivative of benzodiazacrown ether which is able to
form complexes in water. The complex formation study was done by potentiometric
method. The adding of chromophoric styrylic part to azacrown ether (compound 2)
opens the way to study the complex formation of compound by optical spectroscopy
method. So as compound 2 has got limitation in water solubility, the investigation of 2
was carried out in acetonitirile solution. The final sample 3 is chromophoric diazacrown
ether compound substituted by long akyl chain. Such structure allows the analysis of
complex formation by extraction method. The goals of these studies have been to
understand specific binding behaviour in different condition, to derive structure–
function relationships and to estimate useful applications
The research was support by RFBR grant and program of Russian Academy of Sciences