NMR approach for the identification of dinuclear and mononuclear complexes: The first detection of [Pd(SPh)2(PPh3)2] and [Pd2(SPh)4(PPh3)2] - The intermediate complexes in the catalytic carbon-sulfur bond formation reaction

被引：25

作者：

Ananikov, Valentine P. ^{[1
]}

Zalesskiy, Sergey S. ^{[1
]}

Kachala, Vadim V. ^{[1
]}

Beletskaya, Irina P. ^{[2
]}

机构：

[1] Russian Acad Sci, Zelinsky Inst Organ Chem, Moscow 119991, Russia

[2] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2011年 / 696卷 / 01期

基金：

俄罗斯基础研究基金会;

关键词：

Catalysis; Palladium complexes; DOSY NMR; Diffusion; Mechanism; IONIZATION MASS-SPECTROMETRY; PALLADIUM COMPLEXES; OXIDATIVE ADDITION; ZEROVALENT PALLADIUM; INTERMOLECULAR HYDROALKOXYLATION; ASYMMETRIC 1,4-ADDITION; PROPARGYLIC ALCOHOLS; BINUCLEAR PALLADIUM; RHODIUM COMPLEXES; PGSE DIFFUSION;

D O I：

10.1016/j.jorganchem.2010.10.012

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

In the present study we have analyzed the nature of palladium complexes in the catalytic system for selective carbon-sulfur bond formation via the addition of S-S and S-H bonds to alkynes. For the first time the mononuclear and dinuclear palladium complexes were clearly detected by DOSY NMR under the catalytic conditions. It was demonstrated that the concentration of these palladium complexes strongly depends on the amount of phosphine ligand available under reaction conditions. (C) 2010 Elsevier B.V. All rights reserved.

引用

页码：400 / 405

页数：6

共 81 条

[1] A highly reactive titanium precatalyst for intramolecular hydroamination reactions [J].

Ackermann, L ;

Bergman, RG .

ORGANIC LETTERS, 2002, 4 (09) :1475-1478

[2] General zinc-catalyzed intermolecular hydroamination of terminal alkynes [J].

Alex, Karolin ;

Tillack, Annegret ;

Schwarz, Nicolle ;

Beller, Matthias .

CHEMSUSCHEM, 2008, 1 (04) :333-338

[3] Mechanism of the Stille reaction catalyzed by palladium ligated to arsine ligand:: PhPdl(AsPh3)(DMF) is the species reacting with vinylstannane in DMF [J].

Amatore, C ;

Bahsoun, AA ;

Jutand, A ;

Meyer, G ;

Ntepe, AN ;

Ricard, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (14) :4212-4222

[4] ROLE AND EFFECTS OF HALIDE-IONS ON THE RATES AND MECHANISMS OF OXIDATIVE ADDITION OF IODOBENZENE TO LOW-LIGATED ZEROVALENT PALLADIUM COMPLEXES PD0(PPH3)2 [J].

AMATORE, C ;

AZZABI, M ;

JUTAND, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8375-8384

[5] Catalyst Leaching as an Efficient Tool for Constructing New Catalytic Reactions: Application to the Synthesis of Cyclic Vinyl Sulfides and Vinyl Selenides [J].

Ananikov, Valentine P. ;

Gayduk, Konstantin A. ;

Beletskaya, Irina P. ;

Khrustalev, Victor N. ;

Antipin, Mikhail Yu. .

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2009, (09) :1149-1161

[6] Nickel(II) chloride-catalyzed regioselective hydrothiolation of alkynes [J].

Ananikov, VP ;

Malyshev, DA ;

Beletskaya, IP ;

Aleksandrov, GG ;

Eremenko, IL .

ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (15) :1993-2001

[7] New catalytic system for S-S and Se-Se bond addition to alkynes based on phosphite ligands [J].

Ananikov, VP ;

Kabeshov, MA ;

Beletskaya, IP ;

Khrustalev, VN ;

Antipin, MY .

ORGANOMETALLICS, 2005, 24 (06) :1275-1283

[8] Palladium-catalyzed addition of disulfides and diselenides to alkynes under solvent free conditions [J].

Ananikov, VP ;

Beletskaya, IP .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (03) :284-287

[9] Mechanistic investigation and new catalyst design in palladium- and platinum-catalyzed Se-Se bond addition to alkynes [J].

Ananikov, VP ;

Beletskaya, IP ;

Aleksandrov, GG ;

Eremenko, IL .

ORGANOMETALLICS, 2003, 22 (07) :1414-1421

[10] Synthesis and X-ray characterization of [RhCl(C2H4)(PiPr3)]2. Multinuclear NMR and DFT investigation of its solid-state and solution reaction with dihydrogen. Ethene and propene hydrogenation by the solid Rh-hydrides [J].

Angelini, Antonella ;

Aresta, Michele ;

Dibenedetto, Angela ;

Pastore, Carlo ;

Quaranta, Eugenio ;

Chierotti, Michele R. ;

Gobetto, Roberto ;

Papai, Imre ;

Graiff, Claudia ;

Tiripicchio, Antonio .

DALTON TRANSACTIONS, 2009, (38) :7924-7933

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