SYNTHESIS, X-RAY STRUCTURE AND ELECTROCHEMICAL PROPERTIES OF A NEW CROWN-ETHER WITH A CIS AZO UNIT IN THE MACROCYCLE

被引:49
作者
BIERNAT, JF
LUBOCH, E
CYGAN, A
SIMONOV, YA
DVORKIN, AA
MUSZALSKA, E
BILEWICZ, R
机构
[1] ACAD SCI MOSSR,INST APPL PHYS,KISHINEV 277028,MOLDAVIA,USSR
[2] UNIV WARSAW,DEPT CHEM,PL-02093 WARSAW,POLAND
关键词
CROWN ETHER; CIS AZO ELECTRON DONOR; VOLTAMMETRY; ION-SELECTIVE ELECTRODE; X-RAY STRUCTURE;
D O I
10.1016/S0040-4020(01)80448-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A chromogenic 13-membered crown ether with a cis azo unit in the macrocycle has been obtained as a side product during the reduction of 1,5-bis(2'-nitrophenoxy)-3-oxapentane. The electrochemical properties of this compound have been studied by the voltammetric method. Its behaviour as an ionophore in ion-selective membrane electrodes has also been investigated. The X-ray structures of the new crown ether 3 and the parent compound 1 have been determined.
引用
收藏
页码:4399 / 4406
页数:8
相关论文
共 21 条
[1]   AROMATIC DIAZO AND AZO COMPOUNDS .77. MACROCYCLIC TRISAZO COMPOUNDS WITH AN (18)-ANNULENE-TYPE STRUCTURE [J].
ALLAN, ZJ ;
PODSTATA, J ;
JARKOVSK.J .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1969, 34 (01) :282-&
[2]   CRYSTAL-STRUCTURE OF 1-1 COMPLEXES BETWEEN UREA AND 2 CROWN ETHER DERIVATIVES OF PHTHALIC-ACID, 2,3,5,6,8,9,11,12,14,15-DECAHYDROBENZO[1,4,7,10,13,16]HEXAOXACYCLOOCTADECIN-18,19-DICARBOXYLIC ACID (I) AND 2,3,5,6,8,9,11,12-OCTAHYDROBENZO[1,4,7,10,13]PENTAOXACYCLOPENTADECIN-15,16-DICARBOXYLIC ACID (II) [J].
BENETOLLO, F ;
BOMBIERI, G ;
TRUTER, MR .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (04) :981-990
[3]  
BIERNAT JF, 1991, 16TH INT S MACR CHEM
[4]  
BIERNAT JF, IN PRESS J COORD C B
[5]   cis-azo-compounds part II [J].
Cook, AH ;
Jones, DG .
JOURNAL OF THE CHEMICAL SOCIETY, 1939, :1309-1315
[6]   THE EFFECT OF SUBSTITUENTS IN MACROCYCLIC POLYETHERS CONTAINING AROMATIC RINGS ON ION-SELECTIVE ELECTRODE PROPERTIES [J].
CYGAN, A ;
LUBOCH, E ;
BIERNAT, JF .
JOURNAL OF INCLUSION PHENOMENA, 1988, 6 (03) :215-220
[7]   MOLECULAR GEOMETRY OF SUBSTITUTED BENZENE-DERIVATIVES .1. NATURE OF RING DEFORMATIONS INDUCED BY SUBSTITUTION [J].
DOMENICANO, A ;
VACIAGO, A ;
COULSON, CA .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1975, 31 (JAN15) :221-234
[8]  
DVORKIN AA, 1991, KRISTALLOGRAFIYA+, V36, P62
[9]   STUDY OF ISOMERIZATION OF CIS-AZOBENZENE ANION RADICAL IN DIMETHYLFORMAMIDE [J].
LAVIRON, E ;
MUGNIER, Y .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1978, 93 (01) :69-73
[10]  
MALINOVSKY ST, 1986, KRISTALLOGRAFIYA+, V31, P276