ENANTIOMERICALLY PURE C-2-SYMMETRICAL BRIDGED FERROCENE AND TITANOCENE DERIVATIVES

被引:26
作者
GIBIS, KL
HELMCHEN, G
HUTTNER, G
ZSOLNAI, L
机构
[1] UNIV HEIDELBERG,INST ORGAN CHEM,IM NEUENHEIMER FELD 270,W-6900 HEIDELBERG,GERMANY
[2] UNIV HEIDELBERG,INST ANORGAN CHEM,W-6900 HEIDELBERG,GERMANY
关键词
D O I
10.1016/0022-328X(93)80205-P
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The chiral ansa metallocenes trans-(11R,12R)-bis-(eta5-cyclopentadienylmethyl)-dibenzobicyclo-[2.2.2]octano-iron(II) (6) and trans-(11R,12R)-bis-(eta5-cyclopentadienylmethyl)dibenzobicyclo-[2.2.2]-octano-titanium(IV) dichloride (8) have been prepared from the dilithium salt of trans-(11R,12R)-bis-(cyclopentadienyl-methyl)-9,10-dihydro-9,to-ethanoanthracene (4) by reaction with FeCl2 and TiCl4, respectively. Oxidation of the ferrocene derivative (6) with NOBF4 gave trans-(11R, 12R)-bis-(eta5-cyclopentadienylmethyl)-dibenzo-bicyclo-[2.2.2]octano-iron(III) tetrafluoroborate (7) which catalyzes the Diels-Alder reaction of methacrylaldehyde with cyclopentadiene giving high diastereo- but modest enantio-selectivity.
引用
收藏
页码:181 / 186
页数:6
相关论文
共 11 条
[1]  
BRIENNE MJ, 1973, B SOC CHIM FR, P190
[2]  
FURUTA K, 1989, J ORG CHEM, V54, P1482
[3]  
HELMCHEM G, 1979, APPARATIV EINFACHES
[4]   NATURAL PRODUCT SYNTHESES BASED ON ASYMMETRIC DIELS-ALDER REACTIONS [J].
HELMCHEN, G ;
HADY, AFA ;
HARTMANN, H ;
KARGE, R ;
KROTZ, A ;
SARTOR, K ;
URMANN, M .
PURE AND APPLIED CHEMISTRY, 1989, 61 (03) :409-412
[5]  
KAMINSKY W, 1985, ANGEW CHEM, V97, P507
[6]  
KELLY TR, 1989, TETRAHEDRON LETT, V30, P1357
[7]  
KING RB, 1978, ORGANIC CHEM IRON, V1, P463
[8]   4-ANSA-METALLOCENE COMPLEXES - SYNTHESIS OF 1,1,4,4-TETRAMETHYL-1,4-DISILABUTYLENE-BRIDGED TITANOCENE, ZIRCONOCENE, AND HAFNOCENE DERIVATIVES [J].
LANG, H ;
SEYFERTH, D .
ORGANOMETALLICS, 1991, 10 (01) :347-349
[9]  
LUTTRINGHAUS A, 1961, MAKROMOLEKUL CHEM, V44-6, P669
[10]  
SHELDRICK GM, 1988, U GOTTINGEN