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Merck

900278

AdCyBrettPhos

powder

Synonym(s):

2-(Adamantylcyclohexylphosphino)-2’,4’,6’-triisopropyl-3,6-dimethoxybiphenyl, Adamantan-1-yl(cyclohexyl)(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphane

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About This Item

Empirical Formula (Hill Notation):
C39H57O2P
CAS Number:
2197989-24-3
Molecular Weight:
588.84
UNSPSC Code:
12352128
NACRES:
NA.22

Key Documents

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Product Name

AdCyBrettPhos,

SMILES string

O(C1=CC=C(OC)C(=C1C=2C(=CC(=CC2C(C)C)C(C)C)C(C)C)P(C3CCCCC3)C45CC6CC(CC(C6)C4)C5)C

InChI

InChI=1S/C39H57O2P/c1-24(2)30-19-32(25(3)4)36(33(20-30)26(5)6)37-34(40-7)14-15-35(41-8)38(37)42(31-12-10-9-11-13-31)39-21-27-16-28(22-39)18-29(17-27)23-39/h14-15,19-20,24-29,31H,9-13,16-18,21-23H2,1-8H3

InChI key

AMESLWUOCNKBCL-UHFFFAOYSA-N

form

powder

reaction suitability

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, reagent type: ligand

mp

221-224 °C

functional group

phosphine

Quality Level

100

Related Categories

Application

AdCyBrettPhos can be used as a ligand in the Pd-catalyzed cross-coupling reactions.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX0346
MKCW0745
MKCV9135
MKCQ6704
MKCQ2702

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Hong Zhang et al.
Organic letters, 20(6), 1580-1583 (2018-02-24)
Two catalyst systems are described, which together provide mild and general conditions for the Pd-catalyzed C-O cross-coupling of primary alcohols. For activated substrates, such as electron-deficient aryl halides, the commercially available ligand L2 promotes efficient coupling for a variety of
Ryan P King et al.
Organic letters, 23(20), 7927-7932 (2021-10-07)
The utilization of isolated Palladium Oxidative Addition Complexes (OACs) has had a significant impact on Pd-catalyzed and Pd-mediated cross-coupling reactions. Despite their importance, widespread utility of OACs has been limited by the instability of their precursor complexes. Herein, we report

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