Literature DB >> 26118426

Highly Efficient C-SeCF3 Coupling of Aryl Iodides Enabled by an Air-Stable Dinuclear Pd(I) Catalyst.

Marialuisa Aufiero1,2, Theresa Sperger1, Althea S-K Tsang1, Franziska Schoenebeck3.   

Abstract

Building on our recent disclosure of catalysis at dinuclear Pd(I) sites, we herein report the application of this concept to the realization of the first catalytic method to convert aryl iodides into the corresponding ArSeCF3 compounds. Highly efficient C-SeCF3 coupling of a range of aryl iodides was achieved, enabled by an air-, moisture-, and thermally stable dinuclear Pd(I) catalyst. The novel SeCF3 -bridged dinuclear Pd(I) complex 3 was isolated, studied for its catalytic competence and shown to be recoverable. Experimental and computational data are presented in support of dinuclear Pd(I) catalysis.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  DFT calculations; cross coupling; dinuclear catalysis; fluorine chemistry; synthetic methods

Mesh:

Substances:

Year:  2015        PMID: 26118426     DOI: 10.1002/anie.201503388

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  20 in total

1.  Detection of Palladium(I) in Aerobic Oxidation Catalysis.

Authors:  Jonathan N Jaworski; Scott D McCann; Ilia A Guzei; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2017-02-20       Impact factor: 15.336

2.  Copper-Catalyzed, N-Directed Csp3-H Trifluoromethylthiolation (-SCF3) and Trifluoromethylselenation (-SeCF3).

Authors:  Atanu Modak; Emily N Pinter; Silas P Cook
Journal:  J Am Chem Soc       Date:  2019-11-07       Impact factor: 15.419

3.  Changes in ligand coordination mode induce bimetallic C-C coupling pathways.

Authors:  Kyle M K Jackman; Guangchao Liang; Paul D Boyle; Paul M Zimmerman; Johanna M Blacquiere
Journal:  Dalton Trans       Date:  2022-03-08       Impact factor: 4.390

Review 4.  Tuning metal-metal interactions for cooperative small molecule activation.

Authors:  Qiuran Wang; Sam H Brooks; Tianchang Liu; Neil C Tomson
Journal:  Chem Commun (Camb)       Date:  2021-02-24       Impact factor: 6.222

5.  Rapid Room-Temperature, Chemoselective Csp2 -Csp2 Coupling of Poly(pseudo)halogenated Arenes Enabled by Palladium(I) Catalysis in Air.

Authors:  Indrek Kalvet; Guillaume Magnin; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-29       Impact factor: 15.336

6.  Nickel-catalyzed trifluoromethylthiolation of Csp2-O bonds.

Authors:  Alexander B Dürr; Guoyin Yin; Indrek Kalvet; François Napoly; Franziska Schoenebeck
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

7.  Palladium(I) Dimer Enabled Extremely Rapid and Chemoselective Alkylation of Aryl Bromides over Triflates and Chlorides in Air.

Authors:  Indrek Kalvet; Theresa Sperger; Thomas Scattolin; Guillaume Magnin; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-16       Impact factor: 15.336

8.  Ex situ generation of stoichiometric HCN and its application in the Pd-catalysed cyanation of aryl bromides: evidence for a transmetallation step between two oxidative addition Pd-complexes.

Authors:  Steffan K Kristensen; Espen Z Eikeland; Esben Taarning; Anders T Lindhardt; Troels Skrydstrup
Journal:  Chem Sci       Date:  2017-10-06       Impact factor: 9.825

Review 9.  Bimetallic catalysis for C-C and C-X coupling reactions.

Authors:  Dominic R Pye; Neal P Mankad
Journal:  Chem Sci       Date:  2017-01-16       Impact factor: 9.825

Review 10.  Dinuclear Nickel(I) and Palladium(I) Complexes for Highly Active Transformations of Organic Compounds.

Authors:  Takahiro Inatomi; Yuji Koga; Kouki Matsubara
Journal:  Molecules       Date:  2018-01-11       Impact factor: 4.411

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.