Literature DB >> 12617635

Macromolecular effect: synthesis of a ferrocenylmethylphosphine-containing polymer as highly efficient ligands for room-temperature palladium(0)-catalyzed Suzuki cross-coupling reactions of aryl chlorides.

Qiao-Sheng Hu1, Yong Lu, Zhen-Yu Tang, Hong-Bin Yu.   

Abstract

The design and synthesis of a ferrocenylmethylphosphine-containing polymer and its application as efficient ligands for the room-temperature Pd(0)-catalyzed cross-coupling reaction of aryl chlorides with arylboronic acids, for which corresponding monomeric monophosphines are totally inactive, are described. Our work demonstrated that rather small monophosphine moieties such as RPPh2 can be used as highly efficient ligands when appropriately incorporated into a rigid and sterically regular polymer network and using monophosphine-containing polymers as ligands is a feasible approach to access highly active (monophosphine)-palladium(0) complexes. The macromolecular approach described here may open a new avenue to other coordinatively unsaturated (monoligand)-transition metal complexes which are potentially useful in organic synthesis.

Entities:  

Year:  2003        PMID: 12617635     DOI: 10.1021/ja029021e

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Electron-Poor, Fluoro-Containing Arylboronic Acids as Efficient Coupling Partners for Bis(1,5-cyclooctadiene)nickel(0)/Tricyclohexylphosphine-Catalyzed Cross-Coupling Reactions of Aryl Arenesulfonates.

Authors:  Wen-Bo Chen; Chun-Hui Xing; Jie Dong; Qiao-Sheng Hu
Journal:  Adv Synth Catal       Date:  2016-06-07       Impact factor: 5.837

2.  Synthesis of hindered biphenyls by sequential non-transition metal-catalyzed reaction/palladium-catalyzed cross-couplings.

Authors:  Ping He; Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  Tetrahedron Lett       Date:  2008-03-17       Impact factor: 2.415

3.  t-Bu3P-Coordinated 2-Phenylaniline-Based Palladacycle Complex as a Precatalyst for the Suzuki Cross-coupling Polymerization of Aryl Dibromides with Aryldiboronic Acids.

Authors:  Hong-Hai Zhang; Chun-Hui Xing; Georges Bouobda Tsemo; Qiao-Sheng Hu
Journal:  ACS Macro Lett       Date:  2013-01-15       Impact factor: 6.903

4.  Triphenylphosphine as a ligand for room-temperature Ni(0)-catalyzed cross-coupling reactions of aryl chlorides with arylboronic acids.

Authors:  Zhen-Yu Tang; Qiao-Sheng Hu
Journal:  J Org Chem       Date:  2006-03-03       Impact factor: 4.354

5.  Phosphinite- and phosphite-based Type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes, α,β-unsaturated ketones, α-ketoesters, and aldimines.

Authors:  Ping He; Yong Lu; Qiao-Sheng Hu
Journal:  Tetrahedron Lett       Date:  2007-07-23       Impact factor: 2.415

  5 in total

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