ALPHA,BETA-UNSATURATED THIOAMIDE AND THIOESTER IRON TRICARBONYLS - SYNTHESIS, CHARACTERIZATION, AND NOVEL CYCLOADDITION REACTIONS WITH ALKYNES

被引:23
作者
ALPER, H
BRANDES, DA
机构
[1] Ottawa-Carleton Chemistry Institute, Department of Chemistry, University of Ottawa, Ottawa, Ontario
关键词
D O I
10.1021/om00053a058
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Alpha,beta-Unsaturated thioamides and thioesters react with iron pentacarbonyl or diiron enneacarbonyl to form iron tricarbonyl complexes, characterized on the basis of analytical and spectral data, as well as X-ray structure determinations in two cases. These complexes undergo ligand substitution reactions with tri-phenylphosphine and a novel cyclization reaction with alkynes affording iron tricarbonyl complexes of cyclopentenone thioamides. An X-ray analysis of one such complex reveals that the two functionalities, bonded to the Fe(CO)3 moiety, are not conjugated to each other.
引用
收藏
页码:2457 / 2467
页数:11
相关论文
共 28 条
[1]   NOVEL ORGANOSULFUR METAL-COMPLEXES DERIVED FROM DITHIOESTERS [J].
ALPER, H ;
EINSTEIN, FWB ;
HARTSTOCK, FW ;
WILLIS, AC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (01) :173-179
[2]   IRON CARBONYL-COMPLEXES OF THIOUREAS AND THIOAMIDES [J].
ALPER, H ;
CHAN, ASK .
INORGANIC CHEMISTRY, 1974, 13 (01) :225-232
[3]   RING-OPENING OF DIHYDRO-2(3H)-THIOPHENETHIONE ON COMPLEXATION TO MOLYBDENUM MOLYBDENUM BONDED COMPLEXES [J].
ALPER, H ;
EINSTEIN, FWB ;
HARTSTOCK, FW ;
WILLIS, AC .
ORGANOMETALLICS, 1986, 5 (01) :9-12
[4]   CHIRALITY TRANSFER IN THE COORDINATION SPHERE OF IRON [J].
BIRCH, AJ ;
RAVERTY, WD ;
STEPHENSON, GR .
ORGANOMETALLICS, 1984, 3 (07) :1075-1079
[5]  
BONNANSPLAISANCE C, 1985, MAKROMOL CHEM-RAPID, V6, P145
[6]   NUCLEOPHILIC-ADDITION TO TRICARBONYLIRON(0) COMPLEXES OF 1-AZA-1,3-DIENES AND THE PRODUCTION OF PYRROLES [J].
DANKS, TN ;
THOMAS, SE .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (03) :761-765
[7]   NUCLEOPHILIC-ADDITION TO TRICARBONYLIRON COMPLEXES OF ALPHA,BETA-UNSATURATED KETONES AND THE PRODUCTION OF 1,4-DIKETONES [J].
DANKS, TN ;
RAKSHIT, D ;
THOMAS, SE .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (08) :2091-2093
[8]   IRON PI CARBONYL-COMPLEXES .2. CRYSTAL AND MOLECULAR-STRUCTURE OF N-CINNAMYLIDENEANILINE IRON TRICARBONYL-C6H5CH-CH-CHO.FE(CO)3 [J].
DECIAN, A ;
WEISS, R .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1972, B 28 (NOV15) :3273-3280
[9]  
DITMER DC, 1973, J AM CHEM SOC, V95, P6113
[10]   IRON AND COBALT COMPLEXES OF THIOACROLEINS DERIVED FROM THIETES [J].
DITTMER, DC ;
TAKAHASHI, K ;
IWANAMI, M ;
TSAI, AI ;
CHANG, PL ;
BLIDNER, BB ;
STAMOS, IK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :2795-2803