Reactivity of carbanions of fischer-type carbene complexes with pyrylium salts.: Synthesis of new γ-methylenepyran carbene complexes via an addition-oxidation deprotonation process.

被引：11
作者：
Caro, B
Le Poul, P
Robin-Le Guen, F
Sénéchal-Tocquer, MC
Vaisserman, J
机构：
[1] IUT Lannion, CNRS, Lab Chim Organomet & Biol, F-22302 Lannion, France
[2] Univ Rennes, F-22302 Lannion, France
[3] CNRS, Chim Met Transit Lab, F-75252 Paris, France
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 07期
关键词：
D O I：
10.1016/S0040-4039(97)10683-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The condensation reaction between gamma-unsubstituted pyrylium salts and carbanions of Fischer-type carbene complexes allowed the synthesis of new gamma-methylenepyran carbene complexes. C-13 NMR data and single cristal X-ray analysis suggest a delocalisation of the oxygene lone pair of the heterocycle. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：557 / 560
页数：4
相关论文
共 12 条
[1]  
ANDERSON BA, 1993, J AM CHEM SOC, V115, P4562
[2]  
AUMANN R, 1996, J AM CHEM SOC, V118, P10553
[3]  
BARTON AT, 1982, PYRYLIUM SALTS SYNTH, V2
[4]   ACTIVATION OF PROP-2-YN-1-OLS BY METAL-CARBONYLS - SYNTHESIS OF (ALKOXYALKENYLCARBENE) AND (AMINOALKENYLCARBENE)CHROMIUM AND (AMINOALKENYLCARBENE)TUNGSTEN COMPLEXES [J].
COSSET, C ;
DELRIO, I ;
LEBOZEC, H .
ORGANOMETALLICS, 1995, 14 (04) :1938-1944
[5]   REACTION OF PENTACARBONYL(ALKOXYALKYLCARBENE)CHROMIUM COMPLEXES WITH N,N-DIMETHYLFORMAMIDE DIALKYL ACETALS - SYNTHESIS OF PENTACARBONYL-(ALKOXYENAMINOCARBENE) AND PENTACARBONYL-(DIALKOXYCARBENE)CHROMIUM COMPLEXES [J].
LATTUADA, L ;
LICANDRO, E ;
PAPAGNI, A ;
MAIORANA, S ;
VILLA, AC ;
GUASTINI, C .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (16) :1092-1093
[6]   SYNTHESIS AND REACTIVITY OF DITUNGSTEN MU-CARBENE COMPLEXES - X-RAY CRYSTAL-STRUCTURE OF W2(CO)9[MU-ETA-1,ETA-3-C(OCH3)C=CH(CH2)5CH2] [J].
MACOMBER, DW ;
MONG, L ;
ROGERS, RD .
ORGANOMETALLICS, 1988, 7 (02) :416-422
[7]   ORGANOMETALLICS AS POTENTIAL PROTEIN LABELS - PYRYLIUM AND PYRIDINIUM SALTS BEARING (C6H5)CR(CO)(3), (C5H4)MN(CO)(3), AND FERROCENYL SUBSTITUENTS [J].
MALISZA, KL ;
TOP, S ;
VAISSERMANN, J ;
CARO, B ;
SENECHALTOCQUER, MC ;
SENECHAL, D ;
SAILLARD, JY ;
TRIKI, S ;
KAHLAL, S ;
BRITTEN, JF ;
MCGLINCHEY, MJ ;
JAOUEN, G .
ORGANOMETALLICS, 1995, 14 (11) :5273-5280
[8]   ON EXISTENCE OF METAL CARBONYL CARBENE COMPLEXES [J].
MILLS, OS ;
REDHOUSE, AD .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1965, 4 (12) :1082-&
[9]  
SHVO Y, 1974, J ORG CHEM, V39, P983
[10]   CRYSTAL AND MOLECULAR-STRUCTURES OF PYRYLIUM-SALTS .3. CRYSTAL AND MOLECULAR-STRUCTURE OF 2,6-DIPHENYL-4-(4-N,N-DIMETHYLAMINOPHENYL) PYRYLIUM PERCHLORATE - A CASE OF A LONG-DISTANCE SUBSTITUENT EFFECT ON GEOMETRY OF THE PYRYLIUM RING [J].
TUROWSKATYRK, I ;
KRYGOWSKI, TM ;
MILART, P .
JOURNAL OF MOLECULAR STRUCTURE, 1991, 263 :235-245
12