First chelated chiral N-Heterocyclic bis-carbene complexes

被引:188
作者
Clyne, DS [1 ]
Jin, J [1 ]
Genest, E [1 ]
Gallucci, JC [1 ]
RajanBabu, TV [1 ]
机构
[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
关键词
D O I
10.1021/ol005694v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
First chiral bidentate bis-carbene complex of Pd(II) prepared from a bis-imidazolium salt derived from (S) 2,2'-bromomethyl-1,1'-binaphthyl exists in both cis- and trans-square planar geometry. These and the corresponding trans-Ni(II) complexes are remarkably resistant to high temperature, air, water, and silica gel chromatography. The Pd complexes catalyze Heck reactions.
引用
收藏
页码:1125 / 1128
页数:4
相关论文
共 37 条
[1]   Ruthenium carbene complexes with imidazolin-2-ylidene ligands allow the formation of tetrasubstituted cycloalkenes by RCM [J].
Ackermann, L ;
Fürstner, A ;
Weskamp, T ;
Kohl, FJ ;
Herrmann, WA .
TETRAHEDRON LETTERS, 1999, 40 (26) :4787-4790
[2]  
*AM CHEM SOC, 1999, 218 NAT M AM CHEM SO
[3]   A STABLE CRYSTALLINE CARBENE [J].
ARDUENGO, AJ ;
HARLOW, RL ;
KLINE, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) :361-363
[4]   ROUTES TO OPTICALLY-ACTIVE ELECTRON-RICH OLEFINS (L-STAR-2) AND SOME DERIVED CARBENEMETAL COMPLEXES - X-RAY STRUCTURES OF [CO(CO)(L-STAR)(NO)(PPH3)] AND CIS-[RH(CL)(COD)(L'STAR)] [L-STAR= (S)-CN(ME)CH(ME)H2NME, L'STAR=(S)-CN(CH2CH2CH2)CHCH2NME, COD=1,5-C8H12] [J].
COLEMAN, AW ;
HITCHCOCK, PB ;
LAPPERT, MF ;
MASKELL, RK ;
MULLER, JH .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 250 (01) :C9-C14
[5]   CARBENE COMPLEXES .19. OPTICALLY-ACTIVE ELECTRON-RICH OLEFIN-DERIVED CARBENE-TRANSITION-METAL COMPLEXES - CRYSTAL-STRUCTURES OF [RHCL(COD)(C7H12N2)], [RHCL(COD)(C9H16N2)], [RHCL(PPH3)2(C9H18N2)] AND [CO(CO)(NO)(PPH3)(C6H12N2)] [J].
COLEMAN, AW ;
HITCHCOCK, PB ;
LAPPERT, MF ;
MASKELL, RK ;
MULLER, JH .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 296 (1-2) :173-196
[6]  
Dotz KH, 1997, CHEM BER-RECL, V130, P1605
[7]   Diastereoselective synthesis of the first enantiomerically pure (triazolinylidene)ruthenium(II) and -rhodium(III) chelate complexes [J].
Enders, D ;
Gielen, H ;
Raabe, G ;
Runsink, J ;
Teles, JH .
CHEMISCHE BERICHTE-RECUEIL, 1997, 130 (09) :1253-1260
[8]   Synthesis and stereochemistry of the first chiral (imidazolinylidene)- and (triazolinylidene)palladium(II) complexes [J].
Enders, D ;
Gielen, H ;
Raabe, G ;
Runsink, J ;
Teles, JH .
CHEMISCHE BERICHTE-RECUEIL, 1996, 129 (12) :1483-1488
[9]   HOMOLEPTIC CARBENE COMPLEXES .6. BIS(1,2'-METHYLENE-3,3'-DIALKYL-DIIMIDAZOLIN-2,2'-DIYLIDENE)PALLADIUM CHELATE COMPLEXES BY THE FREE CARBENE ROUTE [J].
FEHLHAMMER, WP ;
BLISS, T ;
KERNBACH, U ;
BRUDGAM, I .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1995, 490 (1-2) :149-153
[10]   N-Heterocyclic carbenes:: application of ruthenium-alkylidene complexes in ring-opening metathesis polymerization [J].
Frenzel, U ;
Weskamp, T ;
Kohl, FJ ;
Schattenman, WC ;
Nuyken, O ;
Herrmann, WA .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 586 (02) :263-265