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反式-溴(N-琥珀酰亚胺基)双(三苯基膦)钯(II)

Name: 反式-溴(<I>N</I>-琥珀酰亚胺基)双(三苯基膦)钯(II)
Brand: ALDRICH

97%

别名:

溴双(三苯基膦)(N-琥珀酰亚胺)钯(II)

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关于此项目

经验公式（希尔记法）:

C₄₀H₃₄BrNO₂P₂Pd

化学文摘社编号:

251567-28-9

分子量:

808.98

NACRES:

NA.22

PubChem Substance ID:

24883292

UNSPSC Code:

12352300

MDL number:

MFCD06411335

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属性

assay

97%

form

solid

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: catalyst

mp

223-228 °C (dec.) (lit.)

SMILES string

Br[Pd]N1C(=O)CCC1=O.c2ccc(cc2)P(c3ccccc3)c4ccccc4.c5ccc(cc5)P(c6ccccc6)c7ccccc7

InChI

1S/2C18H15P.C4H5NO2.BrH.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;6-3-1-2-4(7)5-3;;/h2*1-15H;1-2H2,(H,5,6,7);1H;/q;;;;+2/p-2

InChI key

KYQYWUJRFOCJEW-UHFFFAOYSA-L

说明

Application

trans-Bromo(N-succinimidyl)bis(triphenylphosphine)palladium(II) may be used in the following processes:

As a catalyst for the preparation of 6-cyano-2-(3-fluoro-benzyl)-indole-1-carboxylic acid tert-butyl ester via Suzuki cross-coupling reaction between 1-boc-6-cyanoindole-2-boronic acid and 3-fluorobenzyl bromide. This method does not involve the use of strong bases or toxic reagents and also the use of this catalyst minimizes protodeboronation.
As a precatalyst for the Suzuki-Miyaura cross-coupling reaction between alkenyl tosylates and alkenyl MIDA boronates in the absence of phosphine ligands. For less activated alkenyl tosylate, the addition of tricyclohexylphosphine tetrafluoroborate improves the reactivity.

Catalyst for C-C bond formation, e.g. Stille coupling reaction and Suzuki coupling.

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Suzuki-Miyaura cross-coupling of alkenyl tosylates with alkenyl MIDA boronates.

Luthy M and Taylor RJK.

Tetrahedron Letters, 53(27), 3444-3447 (2012)

Palladium-catalyzed benzylation of N-Boc indole boronic acids.

Kearney AM, et al.

Tetrahedron Letters, 51(17), 2281-2283 (2010)

Simple palladium(II) precatalyst for Suzuki-Miyaura couplings: efficient reactions of benzylic, aryl, heteroaryl, and vinyl coupling partners.

Michael J Burns et al.

Organic letters, 9(26), 5397-5400 (2007-12-01)

trans-PdBr(N-Succ)(PPh3)2 (1) is a universally effective precatalyst for Suzuki-Miyaura cross-couplings of benzylic halides with aryl- or heteroarylboronic acids. Substituted aryl halides and halogenated cyclic enones can be cross-coupled with aryl- or vinylboronic acids in excellent yields. Catalyst recycling is also