Ylide-Substituted Phosphines in Palladium-Catalyzed Coupling Reactions

被引：0

作者：

Knyszek, Daniel ^{[1
]}

Gessner, Viktoria H. ^{[1
]}

机构：

[1] Ruhr Univ Bochum, Dept Chem & Biochem, Inorgan Chem 2, Univ Str 150, D-44780 Bochum, Germany

来源：

ALDRICHIMICA ACTA | 2024年 / 57卷 / 01期

关键词：

phosphines; ylides; palladium; ligand design; coupling reactions; homogeneous catalysis; structure-activity relationships; aryl halides; ALPHA-ARYLATION; HALIDES; LIGAND; ARYL; COMPLEXES; AMINATION;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

palladium-catalyzed coupling reactions have become an indispensable tool for the formation of complex organic molecules. Many advances have benefited from the development of new, sophisticated ligands, particularly electron-rich organophosphines. This review provides an overview of the development of these phosphines for application in palladium-catalyzed cross-couplings. It focuses on recently reported ligands with donor capacities beyond tri(tert-butyl)phosphine, in particular the highly electron-rich, ylide-substituted phosphines developed in our group.

引用

页数：32

共 52 条

[1] ROLE AND EFFECTS OF HALIDE-IONS ON THE RATES AND MECHANISMS OF OXIDATIVE ADDITION OF IODOBENZENE TO LOW-LIGATED ZEROVALENT PALLADIUM COMPLEXES PD0(PPH3)2 [J].

AMATORE, C ;

AZZABI, M ;

JUTAND, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (22) :8375-8384

[2] Conformational Effects on Physical-Organic Descriptors: The Case of Sterimol Steric Parameters [J].

Brethome, Alexandre V. ;

Fletcher, Stephen P. ;

Paton, Robert S. .

ACS CATALYSIS, 2019, 9 (03) :2313-2323

[3] Tri(1-adamantyl)phosphine: Expanding the Boundary of Electron-Releasing Character Available to Organophosphorus Compounds [J].

Chen, Liye ;

Ren, Peng ;

Carrow, Brad P. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (20) :6392-6395

[4]

de Meijere A., 2004, METAL CATALYZED CROS, DOI [10.1002/9783527619535, DOI 10.1002/9783527619535]

[5] Tri-tert-butylphosphine [P(t-Bu)3]:: An electron-rich ligand for palladium in cross-coupling reactions [J].

Dubbaka, SR .

SYNLETT, 2005, (04) :709-710

[6] Computational Ligand Descriptors for Catalyst Design [J].

Durand, Derek J. ;

Fey, Natalie .

CHEMICAL REVIEWS, 2019, 119 (11) :6561-6594

[7] A new improved catalyst for the palladium-catalyzed amination of aryl chlorides [J].

Ehrentraut, A ;

Zapf, A ;

Beller, M .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 182 (01) :515-523

[8]

Ehrentraut A, 2002, ADV SYNTH CATAL, V344, P209, DOI 10.1002/1615-4169(200202)344:2<209::AID-ADSC209>3.0.CO

[9]

2-5

[10] Nitrile-Containing Pharmaceuticals: Efficacious Roles of the Nitrile Pharmacophore [J].

Fleming, Fraser F. ;

Yao, Lihua ;

Ravikumar, P. C. ;

Funk, Lee ;

Shook, Brian C. .

JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (22) :7902-7917

← 1 2 3 4 5 6 →