CYCLOPENTENYLIDENE COMPLEXES FROM ALKINYLCARBENE COMPLEXES, ARYLLITHIUM AND H+

被引:34
作者
FISCHER, H
MEISNER, T
HOFMANN, J
机构
[1] Fakultät Für Chemie, Universität Konstanz, Konstanz, D-7750
关键词
Alkynylcarbene complexes; Bis(methylene)cyclopentene; Cyclopentenylidene complexes;
D O I
10.1002/cber.19901230907
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cyclopentenylidene Complexes from Alkinylcarbene Complexes, Aryllithium and H+ [Alkoxy(phenylethynyl)carbene]pentacarbonyl complexes of chromium and tungsten, (CO)5M[C(CCPh)OR] (1) (M  Cr, W, R  Me, Et) react with Li[C6H4R′‐p] (R′  H, Me) and HBF4 ‐ Et2O to give the vinylcarbene complexes (CO)5‐M{C[CHC(Ph)C6H4R′‐p]OR} 2 and two isomeric cyclopentenylidene complexes 3 and 4. The cyclopentenylidene ligand is formed from two carbene ligands of 1, [C6H4R′‐p]− and H+. The structure of 4a (M  W, R  Et, R′  Me) is established by an X‐ray structure analysis. The product ratio strongly depends on the reaction conditions. The complex 3c (M  Cr, R  R′  Me) reacts with ethyl vinyl ether to give the 3,5‐bis(methylene)cyclopentene derivative 8 by metathesis. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:1799 / 1804
页数:6
相关论文
共 25 条
[1]   ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .2. 1-CHROMA-1,3-BUTADIENES AND 1-CHROMA-1,3,5-HEXATRIENES FROM (CO)5CR=C(OC2H5)CH3 BY CARBONYL OLEFINATION CATALYZED WITH TRIETHYLAMINE CHLOROTRIMETHYLSILANE [J].
AUMANN, R ;
HEINEN, H .
CHEMISCHE BERICHTE-RECUEIL, 1987, 120 (04) :537-540
[2]   REACTION OF ETHYL DIETHOXYACRYLATE WITH ALKYNYLALKOXYCARBENE METAL (CR,W) COMPLEXES - NEW PROCEDURE FOR PREPARATION OF 6-ETHOXY-2H-PYRONES [J].
CAMPS, F ;
MORETO, JM ;
RICART, S ;
VINAS, JM ;
MOLINS, E ;
MIRAVITLLES, C .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (20) :1560-1562
[3]   REACTIONS OF (CO)5WCHC6H5 WITH ALKENES [J].
CASEY, CP ;
POLICHNOWSKI, SW ;
SHUSTERMAN, AJ ;
JONES, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (24) :7282-7292
[4]   SYNTHESIS AND CRYSTAL-STRUCTURE OF DIPHENYLCARBENE(PENTACARBONYL)TUNGSTEN(0) [J].
CASEY, CP ;
BURKHARDT, TJ ;
BUNNELL, CA ;
CALABRESE, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (07) :2127-2134
[5]   REACTION OF METAL-CARBENE COMPLEXES WITH VINYLLITHIUM REAGENTS [J].
CASEY, CP ;
BRUNSVOLD, WR .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 77 (03) :345-352
[6]   1,3-DIPOLAR CYCLOADDITION REACTIONS OF TRANSITION-METAL CARBENE COMPLEXES AND THE FORMAL [3 + 2 + 1] PYRIDINANNULATION OF THE CYCLOADDUCTS [J].
CHAN, KS ;
WULFF, WD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (17) :5229-5236
[7]  
DEMEIJERE A, 1989, ORGANOMETALLICS ORGA, V2, P255
[8]   CARBENE LIGANDS AS ANTHRACYCLINONE SYNTHONS .4. CARBENE COMPLEXES WITH QUINONE BISKETAL FUNCTIONS [J].
DOTZ, KH ;
POPALL, M ;
MULLER, G ;
ACKERMANN, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (10) :911-913
[9]  
DOTZ KH, 1979, J ORGANOMET CHEM, V182, P489
[10]  
DOTZ KH, 1985, J ORGANOMET CHEM, V286, pC23