Synthesis and structure of orthopalladated complexes derived from prochiral iminophosphoranes and phosphorus ylides

被引：36

作者：

Aguilar, David ^{[1
]}

Aragues, Miguel Angel ^{[1
]}

Bielsa, Raquel ^{[1
]}

Serranoa, Elena ^{[1
]}

Soler, Tatiana ^{[2
]}

Navarro, Rafael ^{[1
]}

Urriolabeitia, Esteban P. ^{[1
]}

机构：

[1] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Dept Compeuestos Organomet, E-50009 Zaragoza, Spain

[2] Fac Ciencias Fase 2, Serv Tecn Invest, Alicante, Spain

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2008年 / 693卷 / 03期

关键词：

cyclometallated; CH-bond activation; iminophosphoranes; phosphorus ylides; palladium;

D O I：

10.1016/j.jorganchem.2007.11.012

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The iminophosphorane Ph2MeP=NPh (1) reacts with Pd(OAc)(2) to give the orthopalladated [Pd(mu-Cl) (C6H4(PPh(Me)=NPh-kappa-C,N)(2)}](2) (2) as the racemic mixture, which reacts with Tl(acac) to give [Pd(acac) [C6H4(PPh(Me)=NPh-kappa-C,N)-2}] (3). The X-ray structure of (3) has been determined by diffraction methods. The phosphorus ylide Ph2MeP=CHC(O)Ph (5) reacts with Pd(OAC)(2) to give the dinuclear [Pd(mu-Cl){C6H4(PPh(Me)CHC(O)Ph-kappa-C,C)-2)](2) (6) as a mixture of isomers. Complex (6) reacts with Tl(acac), PPh3 or AgClO4/ dppe giving the mononuclear derivatives [Pd(acac){C6H4(PPh(Me)CHC(O)Ph-kappa-C,C)-2}] (7), [PdCl{C6H4(PPh(Me)CHC(O)Ph-kappa-C,C)2)PPh3](8) and [Pd{C6H4(PPh(Me)CHC(O)Ph-kappa-C,C)-2}(dppe-P,P')](ClO4) (9), as mixtures of stereoisomers with high diastereomeric excess. (C) 2007 Elsevier B.V. All rights reserved.

引用

页码：417 / 424

页数：8

共 78 条

[31] The 4-azidoberazyloxycarbonyl function; Application as a novel protecting group and potential prodrug modification for amines
Griffin, RJ
Evers, E
Davison, R
Gibson, AE
Layton, D
Irwin, WJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (11): : 1205 - 1211
[32] Rhenium(V) and technetium(V) complexes with phosphoraneimine and phosphoraneiminato ligands
Hecht, M
Anaya, SS
Hagenbach, A
Abram, U
[J]. INORGANIC CHEMISTRY, 2005, 44 (09) : 3172 - 3180
[33] Highly regioselective catalytic oxidative coupling reactions: Synthetic and mechanistic investigations
Hull, Kami L.
Lanni, Erica L.
Sanford, Melanie S.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) : 14047 - 14049
[34] REACTIONS OF BIS(IMINOPHOSPHORANYL)METHANES WITH CHLORO-BRIDGED RHODIUM OR IRIDIUM DIMERS GIVING COMPLEXES IN WHICH THE LIGAND IS COORDINATED EITHER AS A SIGMA-N, SIGMA-N' OR AS A SIGMA-N, SIGMA-C CHELATE - X-RAY CRYSTAL-STRUCTURE OF THE SIGMA-N, SIGMA-N' RH(I) COMPLEX [RH((4-CH3-C6H4-N=PPH2)2CH2)(COD)]PF6
IMHOFF, P
VANASSELT, R
ELSEVIER, CJ
ZOUTBERG, MC
STAM, CH
[J]. INORGANICA CHIMICA ACTA, 1991, 184 (01) : 73 - 87
[35] JOHNSON AW, 1993, YLIDES IMINES PHOSPO
[36] Synthesis, structure, and reactivity of an unusual platinum olefin carbene complex, [(η4-cod)Pt{=C(Ph2P=NSiMe3)2-κC,κN}]
Jones, ND
Lin, GY
Gossage, RA
McDonald, R
Cavell, RG
[J]. ORGANOMETALLICS, 2003, 22 (14) : 2832 - 2841
[37] On the nature of carbon-hydrogen bond activation at rhodium and related reactions
Jones, WD
[J]. INORGANIC CHEMISTRY, 2005, 44 (13) : 4475 - 4484
[38] Catalytic methods for C-H bond functionalization: Application in organic synthesis
Kakiuchi, F
Chatani, N
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (9-10) : 1077 - 1101
[39] Catalytic C-H/olefin coupling
Kakiuchi, F
Murai, S
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2002, 35 (10) : 826 - 834
[40] Oxidative C-H activation/C-C bond forming reactions: Synthetic scope and mechanistic insights
Kalyani, D
Deprez, NR
Desai, LV
Sanford, MS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (20) : 7330 - 7331

← 1 2 3 4 5 6 7 8 →