Cyclization/hydrogermylation of functionalized 1,6-dienes catalyzed by cationic palladium complexes

被引:21
作者
Widenhoefer, RA [1 ]
Vadehra, A [1 ]
Cheruvu, PK [1 ]
机构
[1] Duke Univ, PM Gross Chem Lab, Durham, NC 27708 USA
关键词
D O I
10.1021/om990546y
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A 1:1 mixture of the palladium phenanthroline complex (phen)Pd(Me)Cl and NaBAr4 (phen = 1,10-phenanthroline; Ar = 3,5-C6H3(CF3)(2)) catalyzed the reaction of 4,4-disubstituted 1,6-dienes with trialkylgermanes at 80 degrees C in 1,2-dichloroethane (DCE) to form R3GeCH2-substituted cyclopentanes in good yield with high trans selectivity.
引用
收藏
页码:4614 / 4618
页数:5
相关论文
共 45 条
[1]   FLUXIONAL BEHAVIOR OF SOME DINUCLEAR IRON AND COBALT HEXACARBONYL COMPOUNDS WITH ALKYLSULFUR AND DIALKYLPHOSPHORUS, DIALKYLARSENIC, DIALKYLGERMANIUM, AND DIALKYLTIN BRIDGES [J].
ADAMS, RD ;
COTTON, FA ;
CULLEN, WR ;
HUNTER, DL ;
MIHICHUK, L .
INORGANIC CHEMISTRY, 1975, 14 (06) :1395-1399
[2]   RECENT DEVELOPMENTS IN HETEROCYCLIC-SYSTEMS WITH A SI-M'-GE OR GE-M'-GE LINKAGE (M' = FE, RU, OR CO) [J].
BARRAU, J .
HETEROATOM CHEMISTRY, 1991, 2 (06) :601-611
[3]   [(3,5-(CF3)2C6H3)4B]-[H(OET2)2]+ - A CONVENIENT REAGENT FOR GENERATION AND STABILIZATION OF CATIONIC, HIGHLY ELECTROPHILIC ORGANOMETALLIC COMPLEXES [J].
BROOKHART, M ;
GRANT, B ;
VOLPE, AF .
ORGANOMETALLICS, 1992, 11 (11) :3920-3922
[4]   MECHANISM OF A COBALT(III)-CATALYZED OLEFIN HYDROSILATION REACTION - DIRECT EVIDENCE FOR A SILYL MIGRATION PATHWAY [J].
BROOKHART, M ;
GRANT, BE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (06) :2151-2156
[5]   POLYMERS WITH MAIN-CHAIN CHIRALITY - SYNTHESIS OF HIGHLY ISOTACTIC, OPTICALLY-ACTIVE POLY(4-TERT-BUTYLSTYRENE-ALT-CO) USING PD(II) CATALYSTS BASED ON C-2-SYMMETRICAL BISOXAZOLINE LIGANDS [J].
BROOKHART, M ;
WAGNER, MI ;
BALAVOINE, GGA ;
HADDOU, HA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (08) :3641-3642
[6]   FACILE INTERMOLECULAR ACTIVATION OF C-H BONDS IN METHANE AND OTHER HYDROCARBONS AND SI-H BONDS IN SILANES WITH THE IR(III) COMPLEX CP-ASTERISK-(PME3)IR(CH3)(OTF) [J].
BURGER, P ;
BERGMAN, RG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) :10462-10463
[7]   STEREOCHEMISTRY OF THE INSERTION OF MANGANESE INTO SI-H AND GE-H BONDS - COMPLEXES CONTAINING A 2-ELECTRON, 3-CENTER MN...H...SI (OR GE) INTERACTION [J].
CARRE, F ;
COLOMER, E ;
CORRIU, RJP ;
VIOUX, A .
ORGANOMETALLICS, 1984, 3 (08) :1272-1278
[8]   SYNTHESIS AND REACTIVITY OF GERMYLIRON COMPLEXES [PH2HGEFE(ETA-5-C5H5)(CO)2] AND [RH2GEFE(ETA-5-C5H5)(CO)2] (R = PH OR 2,4,6-ME3C6H2) [J].
CASTEL, A ;
RIVIERE, P ;
AHBALA, M ;
SATGE, J ;
SOUFIAOUI, M ;
KNOUZI, N .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1992, 427 (01) :91-99
[9]   ME3SICN .6. PALLADIUM-CATALYZED AND NICKEL-CATALYZED REACTION OF TRIMETHYLSILYL CYANIDE WITH ACETYLENES - ADDITION OF TRIMETHYLSILYL CYANIDE TO THE CARBON CARBON TRIPLE BONDS [J].
CHATANI, N ;
TAKEYASU, T ;
HORIUCHI, N ;
HANAFUSA, T .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3539-3548
[10]   PREPARATION OF VINYLGERMANES AND A GERMOLE BY THE PD-CATALYZED REACTIONS OF ME3GECN WITH ACETYLENES [J].
CHATANI, N ;
MORIMOTO, T ;
MUTO, T ;
MURAI, S .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 473 (1-2) :335-342