REACTIVITY OF CYCLOPALLADATED COMPOUNDS .27. METAL-INDUCED 1,5-HYDROGEN AND 1,4-HYDROGEN SHIFTS IN POLYSUBSTITUTED BUTADIENYL UNITS ETA-3-BONDED TO PALLADIUM

被引:46
作者
SUTTER, JP
PFEFFER, M
DECIAN, A
FISCHER, J
机构
[1] UNIV STRASBOURG 1,CHIM COORDINAT LAB,CNRS,URA 416,4 RUE BLAISE PASCAL,F-67070 STRASBOURG,FRANCE
[2] UNIV STRASBOURG 1,CRISTALLOCHIM & CHIM STRUCT LAB,CNRS,URA 424,F-67070 STRASBOURG,FRANCE
关键词
D O I
10.1021/om00037a063
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
3-Hexyne (2 equiv) is readily inserted into the Pd-C bond of the cyclopalladated compound derived from the ((dimethylamino)methyl)ferrocene ligand, affording a kinetic isomer, 2. The latter may be isomerized into a thermodynamic isomer 3 in pyridine at 100-degrees-C. Two further isomers of 2 are produced in refluxing pyridine and with maleic anhydride in refluxing toluene. The former is the result of a 1,4-H shift of the CH2 group gamma to the palladium atom on the butadienyl chain whereas the latter is obtained via a 1,5-H shift of the CH2 unit delta to the palladium.
引用
收藏
页码:386 / 392
页数:7
相关论文
共 29 条
[1]   INSERTIONS OF DIPHENYLACETYLENE INTO CYCLOPALLADATED COMPOUNDS - CRYSTAL-STRUCTURE OF [PD((PHC=CPH)2C6H4CH2N=CH(2,6-C6H3CL2))BR] [J].
ALBERT, J ;
GRANELL, J ;
SALES, J ;
SOLANS, X .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 379 (1-2) :177-185
[2]   REACTIVITY OF CYCLOPALLADATED COMPLEXES .5. INSERTION REACTIONS OF DIPHENYLACETYLENE, 1-PHENYLPROP-1-YNE, AND HEXAFLUOROBUT-2-YNE WITH CYCLOPALLADATED COMPOUNDS - CRYSTAL AND MOLECULAR-STRUCTURE OF CHLORO-(3-4-ETA-4-[(2-DIMETHYLAMINOMETHYL)PHENYL]-1,4-DIMETHYL-2,3-DIPHENYL-BUTA-1,3-DIENYL-C1N)PALLADIUM(II) AND BROMO(3-4-ETA-4-[(2-DIMETHYL-AMINOMETHYL)PHENYL]-2,4-DIMETHYL-1,3-DIPHENYLBUTA-1,3-DIENYL-C1N)-PALLADIUM(II), [J].
BAHSOUN, A ;
DEHAND, J ;
PFEFFER, M ;
ZINSIUS, M ;
BOUAOUD, SE ;
LEBORGNE, G .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1979, (04) :547-556
[3]  
BEYDOUN N, IN PRESS J ORGANOMET
[4]   MOLECULAR-STRUCTURE OF ETA-5-[PD(CH2=CH=CMECH2CH2CH=CME2)-(MECN)](BF4), A CATIONIC PI ALLYLPALLADIUM COMPLEX WITH AN ALMOST INPLANE INTRAMOLECULAR OLEFIN COORDINATION [J].
CIAJOLO, R ;
JAMA, MA ;
TUZI, A ;
VITAGLIANO, A .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 295 (02) :233-238
[5]  
Cromer D.T, 1974, INT TABLES XRAY CRYS, VIV
[6]   REACTIVITY OF CYCLOPALLADATED COMPOUNDS .18. COMPARED REACTIVITY OF THE PD-C BONDS OF 2 CLOSELY RELATED 6-MEMBERED PALLADOCYCLIC RINGS WITH SUBSTITUTED ALKYNES - X-RAY AND MOLECULAR-STRUCTURES OF [PD(C(PH)=C(R)C(PH)=C(R)(O-C6H4N=CMENHPH))CL] (R=CO2ET) AND [PD(C(R)[C(CO2ME)C(R)=C(R)C(R)=C(R)][O-C6H4N=CME(OH)])CL] (R=CO2ME)A [J].
DUPONT, J ;
PFEFFER, M ;
DARAN, JC ;
GOUTERON, J .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1988, (09) :2421-2429
[7]   ISOLATION OF A BIS(ETA-4-ARENE)DIPALLADIUM(I) COMPLEX DURING THE ANNELATION OF PALLADATED ARYL GROUPS WITH DIPHENYLACETYLENE [J].
DUPONT, J ;
PFEFFER, M ;
ROTTEVEEL, MA ;
DECIAN, A ;
FISCHER, J .
ORGANOMETALLICS, 1989, 8 (04) :1116-1118
[8]   ORGANOMETALLIC CONFORMATIONAL EQUILIBRIA .10. STERIC FACTORS AND THEIR MECHANISTIC IMPLICATIONS IN PI-ALLYL(AMINE)CHLOROPALLADIUM(II) COMPLEXES [J].
FALLER, JW ;
THOMSEN, ME ;
MATTINA, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (11) :2642-&
[9]  
Frenz B.A, 1978, COMPUTING CRYSTALLOG, P64
[10]   TRANSITION METAL-CARBON BONDS .40. PALLADIUM(II) COMPLEXES OF [(DIMETHYLAMINO)METHYL]FERROCENE [J].
GAUNT, JC ;
SHAW, BL .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 102 (04) :511-516