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Merck
CN

741825

XPhos Pd G2

98%, solid

别名:

X-Phos氨基联苯氯化钯预制催化剂, XPhos-Pd-G2, 氯(2-二环己基膦基-2′,4′,6′-三异丙基-1,1′-联苯基)[2-(2′-氨基-1,1′-联苯)]钯(II), 第二代XPhos预制催化剂

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关于此项目

经验公式(希尔记法):
C45H59ClNPPd
化学文摘社编号:
分子量:
786.80
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
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产品名称

XPhos Pd G2, 98%

Quality Level

product line

Buchwald precatalyst Generation 2

assay

98%

form

solid

feature

generation 2

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, 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
reaction type: Cross Couplings

mp

202-210 °C

functional group

phosphine

SMILES string

Nc1ccccc1-c2ccccc2[Pd]Cl.Nc3ccccc3-c4ccccc4[Pd]Cl.CC(C)c5cc(C(C)C)c(-c6cccc(c6)P(C7CCCCC7)C8CCCCC8)c(c5)C(C)C.CC(C)c9cc(C(C)C)c(c(c9)C(C)C)-c%10ccccc%10P(C%11CCCCC%11)C%12CCCCC%12

InChI

1S/2C33H49P.2C12H10N.2ClH.2Pd/c1-23(2)27-21-31(24(3)4)33(32(22-27)25(5)6)26-14-13-19-30(20-26)34(28-15-9-7-10-16-28)29-17-11-8-12-18-29;1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;2*13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;;;/h13-14,19-25,28-29H,7-12,15-18H2,1-6H3;13-14,19-25,27-28H,7-12,15-18H2,1-6H3;2*1-6,8-9H,13H2;2*1H;;/q;;;;;;2*+1/p-2

InChI key

HMRJFNBZAWHTGN-UHFFFAOYSA-L

General description

XPhos Pd G2是一种大位阻的单齿二芳基配体。它是 Buchwald第二 代成型催化剂。它经过 快速还原消除反应,形成反应性单膦Pd(0)类化合物。

Application

第二代Buchwald预催化剂

  • 广泛用于Suzuki-Miyaura交叉偶联反应
XPhos Pd G2被用作以下反应的催化剂:
  • 钯催化的有机三氟硼酸钾与氨基磺酸盐的Suzuki-Miyaura偶联反应。
  • 敏感芳基和杂芳基硼酸的Suzuki-Miyaura交叉偶联反应。
  • 通过Suzuki-Miyaura交叉偶联反应,合成钾Boc保护的仲氨基甲基三氟硼酸盐。
对于小规模和高通量应用,该产品也可作为ChemBeads产品提供(927775


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions

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Gary A Molander et al.
Organic letters, 15(10), 2534-2537 (2013-05-08)
Sulfamates were studied as the electrophilic partners in the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction with potassium Boc-protected primary and secondary aminomethyltrifluoroborates. A broad range of substrates was successfully coupled to provide the desired products. Complex molecules containing a new carbon-carbon bond
Gary A Molander et al.
Organic letters, 14(17), 4458-4461 (2012-08-31)
Seven potassium Boc-protected secondary aminomethyltrifluoroborates were prepared in a standardized two-step process. The Suzuki-Miyaura cross-coupling reaction was studied with this new class of nucleophiles, and a large variety of aryl and hetaryl chlorides provided the desired products in good to
Gary A Molander et al.
The Journal of organic chemistry, 78(8), 4123-4131 (2013-04-11)
A method has been developed for the Pd-catalyzed synthesis of α-(hetero)aryl esters and amides through a Suzuki-Miyaura cross-coupling reaction. This method avoids the use of strong base, does not necessitate inert or low temperature formation of reagents, and does not



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