π-facial selectivity in the formation of tricarbonylchromium(0) complexes of estra-1,3,5(10),6-tetraenes

被引:4
作者
Dongol, KG
Silva, MCME
Matsubara, K
Matsumoto, T
Mataka, S
Thiemann, T
机构
[1] Kyushu Univ, Inst Adv Mat Study, Fukuoka, Japan
[2] Inst Tecnol & Nucl, Sacavem, Portugal
来源
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE | 2003年 / 629卷 / 06期
关键词
steroids; pi-facial selectivity; chromium; alkene; directive effects;
D O I
10.1002/zaac.200300017
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The preparation of two eta(6)-estra-1,3,5(10),6-tetraene tricarbonylchromium complexes 4 and 6 are described. In both cases only one stereoisomer can be isolated, in contrast to other estrane-tricarbonylchromium complexes, where complexations are non-stereoselective. X-ray crystal structural analysis of 4 discloses that only the more sterically hindered beta-facial isomer is formed. It is assumed that the 6,7-olefinic moiety exerts a directive influence on the complexation.
引用
收藏
页码:945 / 947
页数:3
相关论文
共 28 条
[1]   SIR92 - a program for automatic solution of crystal structures by direct methods [J].
ALTOMARE, A ;
CASCARANO, G ;
GIACOVAZZO, G ;
GUAGLIARDI, A ;
BURLA, MC ;
POLIDORI, G ;
CAMALLI, M .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435
[2]  
[Anonymous], 2015, Acta Crystallogr., V71, P3
[3]   STEROID HORMONES .16. SOME ORGANOMETALLIC AND 3-DEOXY-STEROIDS [J].
BIRCH, AJ ;
CROSS, PE ;
CONNOR, DT ;
ROA, GSR .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (01) :54-&
[4]   Geometrically directed selective steroid hydroxylation with high turnover by a fluorinated artificial cytochrome P-450 [J].
Breslow, R ;
Gabriele, B ;
Yang, J .
TETRAHEDRON LETTERS, 1998, 39 (19) :2887-2890
[5]  
DEVINE SG, 1982, TETRAHEDRON LETT, V23, P1239
[6]   REGIOSPECIFIC SYNTHESIS OF 2-FLUORO-3-O-METHYLESTRONE USING CESIUM FLUOROSULFATE [J].
DIORAZIO, LJ ;
WIDDOWSON, DA ;
CLOUGH, JM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (04) :421-425
[7]   Triarylation of η6-dihydronaphthalene-Cr(CO)3 complexes [J].
Dongol, KG ;
Matsubara, K ;
Mataka, S ;
Thiemann, T .
CHEMICAL COMMUNICATIONS, 2002, (24) :3060-3061
[8]  
DONGOL KG, UNPUB ORG BIOMOL CHE
[9]   REGIOSELECTIVE 2-HYDROXYLATION OF 3-METHOXYOESTRA-1,3,5(10)-TRIENES VIA CHROMIUM CARBONYL-COMPLEXES [J].
GILL, JC ;
MARPLES, BA ;
TRAYNOR, JR .
TETRAHEDRON LETTERS, 1987, 28 (23) :2643-2644
[10]   THE ARENE-EXCHANGE REACTION IN NAPHTHALENE-CR(CO)3 AND PYRENE-CR(CO)3 [J].
HOWELL, JAS ;
ASHFORD, NF ;
DIXON, DT ;
KOLA, JC ;
ALBRIGHT, TA ;
KANG, SK .
ORGANOMETALLICS, 1991, 10 (06) :1852-1864