Branched non-covalent complexes between carboxylic acids and two tris(amidines)

被引:39
作者
Kraft, A [1 ]
机构
[1] Univ Dusseldorf, Inst Organ Chem & Makromol Chem 2, D-40225 Dusseldorf, Germany
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 06期
关键词
D O I
10.1039/a809190k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carboxylic acids and two tris(amidine) bases formed branched 3:1 complexes with high solubility in chlorinated and aromatic solvents, particularly when aromatic carboxylic acids with suitable solubilising substituents were used. Whereas N,N'-diethylamidine complexes 10 proved to be difficult to isolate, the respective imidazoline complexes 14 were easily purified by crystallisation. Association constants were determined for model bis(imidazoline) complexes to be about 10(3) dm(3) mol(-1) in the competitive solvent mixture CDCl3-CD3OD (97:3).
引用
收藏
页码:705 / 714
页数:10
相关论文
共 45 条
[1]   THE RELATIVE AFFINITIES OF CO-ORDINATING ATOMS FOR SILVER ION .2. NITROGEN, PHOSPHORUS, AND ARSENIC [J].
AHRLAND, S ;
CHATT, J ;
DAVIES, NR ;
WILLIAMS, AA .
JOURNAL OF THE CHEMICAL SOCIETY, 1958, (JAN) :276-288
[2]   THE STRENGTH OF HETEROCYCLIC BASES [J].
ALBERT, A ;
GOLDACRE, R ;
PHILLIPS, J .
JOURNAL OF THE CHEMICAL SOCIETY, 1948, (DEC) :2240-2249
[3]   ACID BASE REACTIONS IN NON-DISSOCIATING SOLVENTS - ACETIC ACID AND TRIETHYLAMINE IN CARBON TETRACHLORIDE AND CHLOROFORM [J].
BARROW, GM ;
YERGER, EA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (20) :5211-5216
[4]   Dendrimers with 1,3,4-oxadiazole units .1. Synthesis and characterization [J].
Bettenhausen, J ;
Strohriegl, P .
MACROMOLECULAR RAPID COMMUNICATIONS, 1996, 17 (09) :623-631
[5]   From peptide to non-peptide .3. Atropisomeric GPIIbIIIa antagonists containing the 3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione nucleus [J].
Blackburn, BK ;
Lee, A ;
Baier, M ;
Kohl, B ;
Olivero, AG ;
Matamoros, R ;
Robarge, KD ;
McDowell, RS .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (05) :717-729
[6]   MACROCYCLES CONTAINING TIN - PREPARATION OF MACROBICYCLIC LEWIS ACIDIC HOSTS CONTAINING 2 TIN ATOMS AND SN-119 NMR-STUDIES OF THEIR CHLORIDE AND BROMIDE BINDING-PROPERTIES IN SOLUTION [J].
BLANDA, MT ;
HORNER, JH ;
NEWCOMB, M .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (19) :4626-4636
[7]   'Seeing through a glass darkly': casting light on imidazoline 'I' sites [J].
Eglen, RM ;
Hudson, AL ;
Kendall, DA ;
Nutt, DJ ;
Morgan, NG ;
Wilson, VG ;
Dillon, MP .
TRENDS IN PHARMACOLOGICAL SCIENCES, 1998, 19 (09) :381-390
[8]  
Felix O, 1997, NEW J CHEM, V21, P285
[9]   Molecular tectonics .4. Molecular networks based on hydrogen bonding and electrostatic interactions [J].
Felix, O ;
Hosseini, MW ;
DeCian, A ;
Fischer, J .
TETRAHEDRON LETTERS, 1997, 38 (10) :1755-1758
[10]   Molecular tectonics .5. Molecular recognition in the formation of molecular networks based on hydrogen bonding and electrostatic interactions [J].
Felix, O ;
Hosseini, MW ;
DeCian, A ;
Fischer, J .
TETRAHEDRON LETTERS, 1997, 38 (11) :1933-1936