Synthesis and reactivity of bis(diphenylphosphino)amine ligands and their application in Suzuki cross-coupling reactions

被引：16

作者：

Kayan, Cezmi ^{[1
]}

Biricik, Nermin ^{[1
]}

Aydemir, Murat ^{[1
]}

Scopelliti, Rosario ^{[2
]}

机构：

[1] Dicle Univ, Dept Chem, TR-21280 Diyarbakir, Turkey

[2] Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, CH-1015 Lausanne, Switzerland

来源：

INORGANICA CHIMICA ACTA | 2012年 / 385卷

关键词：

Bis(phosphino)amine; Palladium complex; X-ray structure; Catalysis; Suzuki reaction; X-RAY-STRUCTURE; METAL-COMPLEXES; COORDINATION CHEMISTRY; CRYSTAL-STRUCTURE; C-C; PALLADIUM(II); AMINOPHOSPHINES; PLATINUM(II); DERIVATIVES; CATALYSTS;

D O I：

10.1016/j.ica.2012.01.057

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Two new bis(diphenylphosphino) amines, N,N-bis(diphenylphosphino) benzidine 1 and N, N-bis(diphenylphosphino)- 3,3-dimethoxybenzidine 2 were prepared by aminolysis. Their corresponding oxides, sulfides and selenides were readily prepared by reaction with hydrogen peroxide, elemental sulfur or grey selenium, respectively. Symmetric dinuclear palladium and platinum complexes were also isolated from the reaction with [M(cod)Cl-2] (M = Pd or Pt, cod = cycloocta-1,5-diene). All compounds were characterized by IR and NMR spectroscopy and elemental analysis and the structure of [(Ph2P)(2)N-C6H4-C6H4-N(PPh2)(2)] was determined by single crystal X-ray diffraction. The catalytic activity of palladium complexes in Suzuki coupling reactions was also investigated. (C) 2012 Elsevier B.V. All rights reserved.

引用

收藏

页码：164 / 169

页数：6

相关论文

共 50 条

[31] Application of Palladium Based Precatalytic Systems in the Suzuki-Miyaura Cross-Coupling Reactions of Chloro- Heterocycles [J].

Bhaskaran, Savitha ;

Padusha, M. Syed Ali ;

Sajith, Ayyiliath M. .

CHEMISTRYSELECT, 2020, 5 (29) :9005-9016

[32] Regioselective Suzuki-Miyaura cross-coupling reactions of the bis(triflate) of 4,7-dihydroxycoumarin [J].

Khaddour, Zien ;

Akrawi, Omer A. ;

Suleiman, Ali S. ;

Patonay, Tamas ;

Villinger, Alexander ;

Langer, Peter .

TETRAHEDRON LETTERS, 2014, 55 (32) :4421-4423

[33] Synthesis and characterization of orthopalladated complexes of 4-chloro benzoylmethylene triphenylphosphorane and their application in Suzuki cross-coupling [J].

Karami, Kazem .

JOURNAL OF COORDINATION CHEMISTRY, 2010, 63 (20) :3688-3696

[34] New dimeric phosphine ylide copper (I) complexes: Synthesis, coordination behavior, and application in Suzuki cross-coupling reactions [J].

Sabounchei, Seyyed Javad ;

Pourshahbaz, Mahbubeh ;

Ahmadi, Mohsen ;

Hashemi, Ali ;

Khavasi, Hamid Reza .

INORGANIC CHEMISTRY COMMUNICATIONS, 2013, 36 :39-44

[35] Synthesis of Functionalized p-Terphenyls Based on Site-Selective Suzuki Cross-Coupling Reactions of Bis(triflates) of 2,5-Dihydroxybenzoate [J].

Nawaz, Muhammad ;

Ibad, Muhammad Farooq ;

Abid, Obaid-Ur-Rahman ;

Khera, Rasheed Ahmad ;

Villinger, Alexander ;

Langer, Peter .

SYNLETT, 2010, (01) :150-152

[36] Palladium(II) thiosemicarbazone-catalyzed Suzuki-Miyaura cross-coupling reactions of aryl halides [J].

Pandiarajan, Devaraj ;

Ramesh, Rengan ;

Liu, Yu ;

Suresh, Rajamanickam .

INORGANIC CHEMISTRY COMMUNICATIONS, 2013, 33 :33-37

[37] Ligand-Free Suzuki Cross-Coupling Reactions: Application to -Halo-,-Unsaturated Aldehydes [J].

Gogoi, Pranjal ;

Bezboruah, Pranjal ;

Boruah, Romesh C. .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (23) :5032-5035

[38] Synthesis of Functionalized 2′,4-Diarylbenzophenones Based on Site-Selective Suzuki Cross-Coupling Reactions [J].

Nawaz, Muhammad ;

Adeel, Muhammad ;

Ibad, Muhammad Farooq ;

Langer, Peter .

SYNLETT, 2009, (13) :2154-2156

[39] Pd complexes of iminophosphine ligands: A homogeneous molecular catalyst for Suzuki-Miyaura cross-coupling reactions under mild conditions [J].

Nobre, Sabrina M. ;

Monteiro, Adriano L. .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2009, 313 (1-2) :65-73

[40] Preparation and application of indolyl secondary phosphine oxides in palladium complexes catalyzed Suzuki-Miyaura cross-coupling reaction [J].

Chang, Yen-Yu ;

Hong, Fung-E .

TETRAHEDRON, 2013, 69 (10) :2327-2335

← 1 2 3 4 5 →