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900275

(t-Bu)PhCPhos

Name: (t-Bu)PhCPhos
Brand: ALDRICH

95%, powder or crystals

Synonym(s):

2-[(tert-Butyl)phenylphosphino]-2′,6′-bis(N,N-dimethylamino)biphenyl

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About This Item

Empirical Formula (Hill Notation):

C₂₆H₃₃N₂P

CAS Number:

1660153-91-2

Molecular Weight:

404.53

MDL number:

MFCD29905429

UNSPSC Code:

12352200

NACRES:

NA.22

Assay:

95%

Form:

powder or crystals

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Properties

Product Name

(t-Bu)PhCPhos, 95%

Quality Level

100

product line

Buchwald Ligand

assay

95%

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings, reagent type: ligand

mp

112 °C

functional group

phosphine

SMILES string

P(C(C)(C)C)(c2c(cccc2)c3c(cccc3N(C)C)N(C)C)c1ccccc1

InChI

1S/C26H33N2P/c1-26(2,3)29(20-14-9-8-10-15-20)24-19-12-11-16-21(24)25-22(27(4)5)17-13-18-23(25)28(6)7/h8-19H,1-7H3

InChI key

HTHOMNNVAUPLKK-UHFFFAOYSA-N

Description

Application

(t-Bu)PhCPhos is the Pd G3 complex, from the Buchwald group offers best-in-class performance in the arylation of sterically hindered primary amines.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H413

pcodes

P273 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Rational ligand design for the arylation of hindered primary amines guided by reaction progress kinetic analysis.

Paula Ruiz-Castillo et al.

Journal of the American Chemical Society, 137(8), 3085-3092 (2015-02-05)

We report the Pd-catalyzed arylation of very hindered α,α,α-trisubstituted primary amines. Kinetics-based mechanistic analysis and rational design have led to the development of two biarylphosphine ligands that allow the transformation to proceed with excellent efficiency. The process was effective in

Global Trade Item Number

SKU	GTIN
900275-1G	04061826655948
900275-250MG	04061833244289