Literature DB >> 12074674

An air-stable palladium/N-heterocyclic carbene complex and its reactivity in aryl amination.

Mihai S Viciu1, Rebecca M Kissling, Edwin D Stevens, Steven P Nolan.   

Abstract

[reaction: see text] The synthesis and characterization of [Pd(IPr)Cl(2)](2) (1), an air- and moisture-stable complex, is reported. The utilization of 1 as a catalyst for amination of aryl chlorides and bromides with a variety of amine coupling partners under mild conditions is described. The amination reactions with 1 show a remarkable insensitivity to oxygen and water, and thus the amination reactions could be performed in air on the benchtop with undried reagent grade solvents and substrates with small effects on reaction times and conversions.

Entities:  

Year:  2002        PMID： 12074674     DOI： 10.1021/ol0260831

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  10 in total

1.  2-Pyridinealdoxime, a new ligand for a Pd-precatalyst: application in solid-phase-assisted Suzuki-Miyaura reaction.

Authors:  Wladimir Solodenko; Christoph Brochwitz; Rudolf Wartchow; Md Abul Hashem; Kamal M Dawood; Michel Vaultier; Andreas Kirschning
Journal:  Mol Divers       Date:  2005       Impact factor: 2.943

2.  Halogen-Bridged Methylnaphthyl Palladium Dimers as Versatile Catalyst Precursors in Coupling Reactions.

Authors:  Nardana Sivendran; Nico Pirkl; Zhiyong Hu; Angelino Doppiu; Lukas J Gooßen
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-15       Impact factor: 16.823

3.  Highly reactive, general and long-lived catalysts for palladium-catalyzed amination of heteroaryl and aryl chlorides, bromides, and iodides: scope and structure-activity relationships.

Authors:  Qilong Shen; Tokutaro Ogata; John F Hartwig
Journal:  J Am Chem Soc       Date:  2008-04-30       Impact factor: 15.419

4.  Studies on high-temperature amination reactions of aromatic chlorides using discrete palladium-N-heterocyclic carbene (NHC) complexes and in situ palladium/imidazolium salt protocols.

Authors:  Andrew J McCarroll; David A Sandham; Lisa R Titcomb; Alexandra K de K Lewis; F Geoffrey N Cloke; Brian P Davies; Alejandro Perez de Santana; Wolfgang Hiller; Stephen Caddick
Journal:  Mol Divers       Date:  2003       Impact factor: 2.943

5.  [(CyPF-(t)Bu)PdCl2]: an air-stable, one-component, highly efficient catalyst for amination of heteroaryl and aryl halides.

Authors:  Qilong Shen; John F Hartwig
Journal:  Org Lett       Date:  2008-08-21       Impact factor: 6.005

6.  Effects of Bases and Halides on the Amination of Chloroarenes Catalyzed by Pd(PtBu3)2.

Authors:  Shashank Shekhar; John F Hartwig
Journal:  Organometallics       Date:  2006-12-19       Impact factor: 3.876

7.  Suzuki-Miyaura Cross-Coupling of Esters by Selective O-C(O) Cleavage Mediated by Air- and Moisture-Stable [Pd(NHC)(μ-Cl)Cl]2 Precatalysts: Catalyst Evaluation and Mechanism.

Authors:  Shiyi Yang; Tongliang Zhou; Albert Poater; Luigi Cavallo; Steven P Nolan; Michal Szostak
Journal:  Catal Sci Technol       Date:  2021-03-25       Impact factor: 6.119

8.  Multiplexed CuAAC Suzuki-Miyaura Labeling for Tandem Activity-Based Chemoproteomic Profiling.

Authors:  Jian Cao; Lisa M Boatner; Heta S Desai; Nikolas R Burton; Ernest Armenta; Neil J Chan; José O Castellón; Keriann M Backus
Journal:  Anal Chem       Date:  2021-01-20       Impact factor: 6.986

9.  A Broadly Applicable Strategy for Entry into Homogeneous Nickel(0) Catalysts from Air-Stable Nickel(II) Complexes.

Authors:  Eric A Standley; Stacey J Smith; Peter Müller; Timothy F Jamison
Journal:  Organometallics       Date:  2014-04-16       Impact factor: 3.876

10.  [Pd(NHC)(μ-Cl)Cl]2: Versatile and Highly Reactive Complexes for Cross-Coupling Reactions that Avoid Formation of Inactive Pd(I) Off-Cycle Products.

Authors:  Tongliang Zhou; Siyue Ma; Fady Nahra; Alan M C Obled; Albert Poater; Luigi Cavallo; Catherine S J Cazin; Steven P Nolan; Michal Szostak
Journal:  iScience       Date:  2020-07-16
  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.