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675938

Sigma-Aldrich

Me4tButylXphos

96%, solid

Synonym(s):

2-Di-tert-butylphosphino-3,4,5,6-tetramethyl-2′,4′,6′-triisopropyl-1,1′-biphenyl, Tetramethyl di-tBuXPhos, Tetramethyl tBuXPhos

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About This Item

Empirical Formula (Hill Notation):
C33H53P
CAS Number:
857356-94-6
Molecular Weight:
480.75
MDL number:
MFCD09038436
UNSPSC Code:
12352002
PubChem Substance ID:
24885309
NACRES:
NA.22

Key Documents

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Product Name

Me4tButylXphos, 96%

Quality Level

100

assay

96%

form

solid

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation

mp

168-172 °C

functional group

phosphine

SMILES string

CC1=C(C)C(C)=C(C)C(C(C(C(C)C)=CC(C(C)C)=C2)=C2C(C)C)=C1P(C(C)(C)C)C(C)(C)C

InChI

1S/C33H53P/c1-19(2)26-17-27(20(3)4)30(28(18-26)21(5)6)29-24(9)22(7)23(8)25(10)31(29)34(32(11,12)13)33(14,15)16/h17-21H,1-16H3

InChI key

RCRYEYMHBHPZQD-UHFFFAOYSA-N

Related Categories

Application

Learn more about Buchwald Phosphine Ligands

Legal Information

Usage subject to US Patents 6307087 and 6395916.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP5300
MKCP5194
MKCM0859
MKCJ9791
MKCG0326

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Takashi Ikawa et al.
Journal of the American Chemical Society, 129(43), 13001-13007 (2007-10-09)
We present results on the amidation of aryl halides and sulfonates utilizing a monodentate biaryl phosphine-Pd catalyst. Our results are in accord with a previous report that suggests that the formation of kappa(2)-amidate complexes is deleterious to the effectiveness of
David S Surry et al.
Chemical science, 2(1), 27-50 (2011-01-01)
Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of the best choice of reaction conditions and ligand
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon
David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses

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