Lowering the symmetry of difunctionalized coordination compounds via nucleophilic aromatic substitutions

被引:9
作者
Hurley, DJ [1 ]
Tor, Y [1 ]
机构
[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(01)01540-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ru-11-coordinated 3,8-dibromo-1,10-phenanthroline undergoes nucleophilic aromatic substitutions with simple nucleophiles (e.g. thiolate) to give the disubstituted products in high yields. When a fluorenyl anion is used, a mono-substituted product is exclusively obtained. The highly acidic nature of this mono-substituted complex results in deprotonation under the reaction conditions and deactivation toward a second substitution reaction. A complex of lower symmetry that can be further functionalized using other transformations is obtained. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7217 / 7220
页数:4
相关论文
共 26 条
[1]  
[Anonymous], 1990, COMPREHENSIVE ORGANI
[2]   Intermediates and action effects in the activation of carbon-fluorine bonds by η5-pentamethylcyclopentadienylrhodium halide complexes;: crystal structure of [{η5-C5Me3[CH2C6F4P(C6F5)CH2]2-1,3}RhBr]+•Br- [J].
Atherton, MJ ;
Fawcett, J ;
Holloway, JH ;
Hope, EG ;
Russell, DR ;
Saunders, GC .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 582 (02) :163-172
[3]   REACTIONS OF 9-SUBSTITUTED FLUORENIDE CARBANIONS WITH ALLYL CHLORIDES BY SN2 AND SN2' MECHANISMS [J].
BORDWELL, FG ;
CLEMENS, AH ;
CHENG, JP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (06) :1773-1782
[4]   Coordination compounds as building blocks:: Single-step synthesis of heteronuclear multimetallic complexes containing RuII and OsII [J].
Connors, PJ ;
Tzalis, D ;
Dunnick, AL ;
Tor, Y .
INORGANIC CHEMISTRY, 1998, 37 (05) :1121-1123
[5]  
Constable E. C., 1996, METALS LIGAND REACTI
[6]   Five-component assembly of molecular loops [J].
Constable, EC ;
Phillips, D .
CHEMICAL COMMUNICATIONS, 1997, (09) :827-828
[7]   LIGAND REACTIVITY IN COORDINATED HETEROCYCLES - A COMMENT [J].
CONSTABLE, EC .
INORGANICA CHIMICA ACTA, 1986, 117 (02) :L33-L34
[8]   NUCLEOPHILIC-ATTACK UPON COORDINATED HETEROCYCLES - DEFINITIVE EVIDENCE FOR THE ENHANCED ELECTROPHILICITY OF COORDINATED PYRIDINES [J].
CONSTABLE, EC .
INORGANICA CHIMICA ACTA-ARTICLES AND LETTERS, 1984, 82 (01) :53-57
[9]   METAL-MEDIATED SYNTHESIS OF MULTIDOMAIN LIGANDS - A NEW STRATEGY FOR METALLOSUPRAMOLECULAR CHEMISTRY [J].
CONSTABLE, EC ;
THOMPSON, AMWC ;
HARVESON, P ;
MACKO, L ;
ZEHNDER, M .
CHEMISTRY-A EUROPEAN JOURNAL, 1995, 1 (06) :360-367
[10]   THE REACTIONS OF NUCLEOPHILES WITH COMPLEXES OF CHELATING HETEROCYCLIC IMINES - A CRITICAL SURVEY [J].
CONSTABLE, EC .
POLYHEDRON, 1983, 2 (07) :551-572