Design, synthesis and structural studies on polynucleating ligands based on atropoisomerism of catechol bearing porphyrins

被引:16
作者
Drexler, C
Hosseini, MW
Planeix, JM
Stupka, G
De Cian, A
Fischer, J
机构
[1] Univ Strasbourg 1, CNRS, UMR 7513, Chim Coordinat Organ Lab, F-67000 Strasbourg, France
[2] Univ Strasbourg 1, UMR 7513, Lab Cristallochim & Chim Struct, F-67000 Strasbourg, France
关键词
D O I
10.1039/a707949d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
High yield syntheses of all four atropoisomers of the mesotetrakis(o-catecholamidophenyl)porphyrin has been achieved; all four atropoisomers were isolated and characterised by NMR spectroscopy; for the methyl protected 2(alpha beta alpha beta) and 2(alpha 4) atropoisomers obtained as water and chloroform solvates respectively, X-ray analysis was used to assign their structure.
引用
收藏
页码:689 / 690
页数:2
相关论文
共 19 条
[1]   Borocryptands: Synthesis and structural analysis of a lithium borocryptate [J].
Bockstahl, F ;
Graf, E ;
Hosseini, MW ;
Suhr, D ;
DeCian, A ;
Fischer, J .
TETRAHEDRON LETTERS, 1997, 38 (43) :7539-7542
[2]   PICKET-FENCE PORPHYRINS - SYNTHETIC MODELS FOR OXYGEN BINDING HEMOPROTEINS [J].
COLLMAN, JP ;
GAGNE, RR ;
REED, CA ;
HALBERT, TR ;
LANG, G ;
ROBINSON, WT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) :1427-1439
[3]   CATALYTIC CONVERSION OF SIMPLE HALOPORPHYRINS INTO ALKYL-SUBSTITUTED, ARYL-SUBSTITUTED, PYRIDYL-SUBSTITUTED, AND VINYL-SUBSTITUTED PORPHYRINS [J].
DIMAGNO, SG ;
LIN, VSY ;
THERIEN, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (06) :2513-2515
[4]   Design and synthesis of porphyrins bearing catechols [J].
Drexler, C ;
Hosseini, MW ;
DeCian, A ;
Fischer, J .
TETRAHEDRON LETTERS, 1997, 38 (17) :2993-2996
[5]  
FLEISCHER EB, 1968, J AM CHEM SOC, V90, P2725
[6]   THERMAL-INDUCED AND PHOTOINDUCED ATROPISOMERIZATION OF PICKET-FENCE PORPHYRINS, METALLOPORPHYRINS, AND DIACIDS - A MEANS FOR EXAMINING PORPHYRIN SOLUTION PROPERTIES [J].
FREITAG, RA ;
WHITTEN, DG .
JOURNAL OF PHYSICAL CHEMISTRY, 1983, 87 (20) :3918-3925
[7]  
GOTTWALD LK, 1969, TETRAHEDRON LETT, P619
[8]   BINDING OF BORON AND ALKALI-METAL CATIONS BY A PSEUDOCRYPTAND [J].
GRAF, E ;
HOSSEINI, MW ;
RUPPERT, R ;
KYRITSAKAS, N ;
DECIAN, A ;
FISCHER, J ;
ESTOURNES, C ;
TAULELLE, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (10) :1115-1117
[9]   SYNTHESIS OF MACROCYCLIC DITOPIC RECEPTORS DESIGNED FOR SIMULTANEOUS BINDING OF ALKALINE AND TRANSITION-METAL CATIONS [J].
GRAF, E ;
HOSSEINI, MW ;
RUPPERT, R .
TETRAHEDRON LETTERS, 1994, 35 (42) :7779-7782
[10]   BINUCLEAR COMPLEXES OF A COVALENTLY LINKED PORPHYRIN-BIPYRIDINE LIGAND [J].
HAMILTON, AD ;
RUBIN, HD ;
BOCARSLY, AB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (23) :7255-7257