910724
PhPAd-DalPhos
≥95%, powder
别名:
8-(2-(Diphenylphosphaneyl)phenyl)-1,3,5,7-tetramethyl-2,4,6-trioxa-8-phosphaadamantane
产品名称
PhPAd-DalPhos, ≥95%
方案
≥95%
表单
powder
反应适用性
reagent type: ligand
mp
193-194 °C
官能团
phosphine
SMILES字符串
P4(C5(OC6(OC(OC4(C6)C)(C5)C)C)C)c1c(cccc1)P(c3ccccc3)c2ccccc2
InChI
1S/C28H30O3P2/c1-25-19-27(3)31-26(2,29-25)20-28(4,30-25)33(27)24-18-12-11-17-23(24)32(21-13-7-5-8-14-21)22-15-9-6-10-16-22/h5-18H,19-20H2,1-4H3
InChI key
SWSJANGQMCPBHH-UHFFFAOYSA-N
应用
PhPAd-DalPhos is ligand developed in the Stradiotto lab that when combined with a Ni(II) source forms an air stable precatalyst for cross coupling of aryl electrophiles with bulky primary amines.
储存分类代码
13 - Non Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Probing the Influence of PAd-DalPhos Ancillary Ligand Structure on Nickel-Catalyzed Ammonia Cross-Coupling
Lavoie C M ,et al.
Organometallics, 37(21), 4015-4023 (2018)
Joseph P Tassone et al.
Angewandte Chemie (International ed. in English), 58(8), 2485-2489 (2019-01-04)
The base metal-catalyzed C-N cross-coupling of bulky α,α,α-trisubstituted primary alkylamines with (hetero)aryl electrophiles represents a challenging and under-developed class of transformations that is of significant potential utility, including in the synthesis of lipophilic active pharmaceutical ingredients. Herein, we report that
Christopher M Lavoie et al.
Nature communications, 7, 11073-11073 (2016-03-24)
Palladium-catalysed C(sp(2))-N cross-coupling (that is, Buchwald-Hartwig amination) is employed widely in synthetic chemistry, including in the pharmaceutical industry, for the synthesis of (hetero)aniline derivatives. However, the cost and relative scarcity of palladium provides motivation for the development of alternative, more
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