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Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct, min. 98% [t-BuXphos Palladacycle Gen. 4]

Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct, min. 98% [t-BuXphos Palladacycle Gen. 4]

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Catalog Number

ACM1599466893-2

Product Name

Structure

CAS

1599466-89-3

Product Overview
Usage

Synonyms

t-BuXphos Pd G4;1599466-89-3;

IUPAC Name

ditert-butyl-[2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane;dichloromethane;methanesulfonate;N-methyl-2-phenylaniline;palladium(2+);

Molecular Weight

893.338g/mol

Molecular Formula

C44H62Cl2NO3PPdS;

Canonical SMILES

CC(C)C1=CC(=C(C(=C1)C(C)C)C2=CC=CC=C2P(C(C)(C)C)C(C)(C)C)C(C)C.CNC1=CC=CC=C1C2=CC=CC=[C-]2.CS(=O)(=O)[O-].C(Cl)Cl.[Pd+2];

InChI

InChI=1S/C29H45P.C13H12N.CH2Cl2.CH4O3S.Pd/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12;1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11;2-1-3;1-5(2,3)4;/h13-21H,1-12H3;2-7,9-10,14H,1H3;1H2;1H3,(H,2,3,4);/q;-1;;;+2/p-1;

InChI Key

CJAUXVNOOJGVLK-UHFFFAOYSA-M;

Complexity

846

Covalently-Bonded Unit Count

Exact Mass

891.26g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

891.26g/mol

Rotatable Bond Count

Topological Polar Surface Area

77.6A^2

Application

The purpose of Methanesulfonato(2-di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl)(2'-methylamino-1,1'-biphenyl-2-yl)palladium(II) dichloromethane adduct, min. 98%, known as t-BuXphos Palladacycle Gen. 4, is to serve as a versatile precatalyst in various palladium-catalyzed reactions. It is particularly effective in the N-arylation of amino acid esters with aryl triflates, facilitating these reactions under mild conditions while minimizing the racemization of the amino acid esters. Additionally, it acts as a catalyst for converting aryl halides into phenols using benzaldoxime as a hydroxide surrogate. This product also provides an alternative N-methyl catalyst for the mild palladium-catalyzed cyanation of (hetero)aryl halides and triflates in aqueous media, demonstrating its broad applicability and efficiency in diverse chemical transformations.

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