SYNTHESIS OF BRIDGED DICYCLOOCTATETRAENES AND ALKYNYLCYCLOOCTATETRAENES BY PALLADIUM-CATALYZED COUPLING REACTIONS

被引:16
作者
SIESEL, DA [1 ]
STALEY, SW [1 ]
机构
[1] CARNEGIE MELLON UNIV,DEPT CHEM,4400 5TH AVE,PITTSBURGH,PA 15213
关键词
D O I
10.1016/S0040-4039(00)79199-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bridged dicyctooctatetraenes have been synthesized by the palladium-catalized coupling of distannanes with bromocycloocatetraene by employing the ligands tri(2-furyl)phosphine and triphenylarsine. The coupling of bromocyclooctatetraene with terminal alkynes is compared to couplings with alkynylstannanes for the preparation of alkynylcyclooctatetraenes.
引用
收藏
页码:3679 / 3682
页数:4
相关论文
共 17 条
[1]   POLYARYLENES AND POLYARYLENE VINYLENES .6. CYCLOOCTATETRAENYLENE VINYLENES [J].
AUCHTERKRUMMEL, P ;
MULLEN, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (08) :1003-1006
[2]   CYCLIC POLYOLEFINS .19. CHLORO-CYCLOOCTATETRAENES AND BROMOCYCLOOCTATETRAENES [J].
COPE, AC ;
BURG, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (01) :168-172
[3]   SYNTHESIS OF ALKYNYLCYCLOOCTATETRAENES AND ALKYNYLCUBANES [J].
EATON, PE ;
STOSSEL, D .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (17) :5138-5142
[4]   CUBANES - STARTING MATERIALS FOR THE CHEMISTRY OF THE 1990S AND THE NEW CENTURY [J].
EATON, PE .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (11) :1421-1436
[5]  
ELIASSON B, 1988, MOL ELECTRONIC DEVIC, P543
[6]  
ELIASSON B, 1985, PREPR AM CHEM SOC DI, V30, P620
[7]   CATALYST TAILORING FOR PALLADIUM-MEDIATED CROSS COUPLING OF ARYLSTANNANES WITH VINYL TRIFLATES [J].
FARINA, V ;
ROTH, GP .
TETRAHEDRON LETTERS, 1991, 32 (34) :4243-4246
[8]   LARGE RATE ACCELERATIONS IN THE STILLE REACTION WITH TRI-2-FURYLPHOSPHINE AND TRIPHENYLARSINE AS PALLADIUM LIGANDS - MECHANISTIC AND SYNTHETIC IMPLICATIONS [J].
FARINA, V ;
KRISHNAN, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (25) :9585-9595
[9]   KINETICS AND MECHANISM OF REARRANGEMENT OF BROMOCYCLOOCTATETRAENE TO TRANS-BETA-BROMOSTYRENE [J].
HUISGEN, R ;
KONZ, WE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (13) :4102-&
[10]   MECHANISMS OF THE PALLADIUM-CATALYZED COUPLINGS OF ACID-CHLORIDES WITH ORGANOTIN REAGENTS [J].
LABADIE, JW ;
STILLE, JK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (19) :6129-6137