| 词条 | Tris(dibenzylideneacetone)dipalladium(0) |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 429834506 | ImageFile1 = Pd2(dba)3.png | ImageSize1 = | ImageFile2 = Tris(dibenzylideneacetone)dipalladium(0)-3D-balls.png | IUPACName = Tris(dibenzylideneacetone)dipalladium | OtherNames = Pd2(dba)3 |Section1={{Chembox Identifiers | CASNo_Ref = {{cascite|correct|CAS}} | CASNo =51364-51-3 | PubChem = 9811564 | SMILES = |Section2={{Chembox Properties | C=51 | H=42 | O=3 | Pd=2 | Appearance = | Density = | MeltingPtC = 152 to 155 | MeltingPt_notes = | BoilingPt = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }}Tris(dibenzylideneacetone)dipalladium(0) or [Pd2(dba)3] is an organopalladium compound. The compound is a complex of palladium(0) with dibenzylideneacetone (dba). It is a dark-purple/brown solid, which is modestly soluble in organic solvents. Because the dba ligands are easily displaced, the complex is used as a homogeneous catalyst in organic synthesis.[1] Preparation and structureFirst reported in 1970,[1] it is prepared from dibenzylideneacetone and sodium tetrachloropalladate. Because it is commonly recrystallized from chloroform, the complex is often supplied as the adduct [Pd2(dba)3·CHCl3].[2] The purity of samples can be variable.[3] In [Pd2(dba)3], the pair of Pd atoms are separated by 320 pm but are tied together by dba units.[4] The Pd(0) centres are bound to the alkene parts of the dba ligands. Applications[Pd2(dba)3] is used as a source of soluble Pd(0), in particular as a catalyst for various coupling reactions. Examples of reactions using this reagent are the Negishi coupling, Suzuki coupling, Carroll rearrangement, and Trost asymmetric allylic alkylation, as well as Buchwald–Hartwig amination.[5] Related Pd(0) complexes are [Pd(dba)2][6] and tetrakis(triphenylphosphine)palladium(0). References1. ^{{cite journal | last1 = Takahashi | first1 = Y. | last2 = Ito | first2 = Ts. | last3 = Sakai | first3 = S. | last4 = Ishii | first4 = Y. | title = A novel palladium(0) complex; bis(dibenzylideneacetone)palladium(0) | journal = Journal of the Chemical Society D: Chemical Communications | pages = 1065 | year = 1970 | doi = 10.1039/C29700001065 | issue = 17}} {{Palladium compounds}}2. ^1 Jiro Tsuji and Ian J. S. Fairlamb "Tris(dibenzylideneacetone)dipalladium–Chloroform" E-EROS, 2008. {{DOI|10.1002/047084289X.rt400.pub2}} 3. ^Zalesskiy, S. S., Ananikov, V. P., "Pd2(dba)3 as a Precursor of Soluble Metal Complexes and Nanoparticles: Determination of Palladium Active Species for Catalysis and Synthesis", Organometallics 2012, 31, 2302. {{DOI|10.1021/om201217r}} 4. ^{{cite journal | last1 = Pierpont | first1 = Cortlandt G. | last2 = Mazza | first2 = Margaret C. | title = Crystal and molecular structure of tris(dibenzylideneacetone)dipalladium(0) | journal = Inorg. Chem. | volume = 13 | pages = 1891 | year = 1974 | doi = 10.1021/ic50138a020 | issue = 8}} 5. ^{{cite book | last = Hartwig | first = J. F. | title = Organotransition Metal Chemistry, from Bonding to Catalysis | publisher = University Science Books | place = New York | year = 2010 | isbn = 1-891389-53-X}} 6. ^John R. Stille, F. Christopher Pigge, Christopher S. Regens, Ke Chen, Adrian Ortiz and Martin D. Eastgate "Bis(dibenzylideneacetone)palladium(0)"E-eros. 2013. {{DOI|10.1002/047084289X.rb138.pub3}} 2 : Catalysts|Organopalladium compounds |
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