Literature DB >> 23038603

Pd-PEPPSI-IPent(Cl): a highly effective catalyst for the selective cross-coupling of secondary organozinc reagents.

Matthew Pompeo1, Robert D J Froese, Niloufar Hadei, Michael G Organ.   

Abstract

No migration? No problem! A series of new N-heterocyclic carbene based Pd complexes has been created and evaluated in the Negishi cross-coupling of aryl and heteroaryl chlorides, bromides, and triflates with a variety of secondary alkylzinc reagents. The direct elimination product is nearly exclusively formed; in most examples there is no migratory insertion at all.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID： 23038603     DOI： 10.1002/anie.201205747

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


  14 in total

1.  Nickel-catalyzed cross-electrophile coupling of 2-chloropyridines with alkyl bromides.

Authors:  Daniel A Everson; Joseph A Buonomo; Daniel J Weix
Journal:  Synlett       Date:  2014-01       Impact factor: 2.454

2.  Well-defined nickel and palladium precatalysts for cross-coupling.

Authors:  Nilay Hazari; Patrick R Melvin; Megan Mohadjer Beromi
Journal:  Nat Rev Chem       Date:  2017-03-01       Impact factor: 34.035

3.  Single-electron transmetalation: an enabling technology for secondary alkylboron cross-coupling.

Authors:  David N Primer; Idris Karakaya; John C Tellis; Gary A Molander
Journal:  J Am Chem Soc       Date:  2015-02-04       Impact factor: 15.419

4.  Ligand-Promoted C(sp(3) )-H Olefination en Route to Multi-functionalized Pyrazoles.

Authors:  Weibo Yang; Shengqing Ye; Yvonne Schmidt; Dean Stamos; Jin-Quan Yu
Journal:  Chemistry       Date:  2016-04-15       Impact factor: 5.236

5.  Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Chlorides with Primary Alkyl Chlorides.

Authors:  Seoyoung Kim; Matthew J Goldfogel; Michael M Gilbert; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2020-05-21       Impact factor: 15.419

6.  Highly selective palladium-catalyzed cross-coupling of secondary alkylzinc reagents with heteroaryl halides.

Authors:  Yang Yang; Katrin Niedermann; Chong Han; Stephen L Buchwald
Journal:  Org Lett       Date:  2014-08-25       Impact factor: 6.005

7.  Photoredox Cross-Coupling: Ir/Ni Dual Catalysis for the Synthesis of Benzylic Ethers.

Authors:  Idris Karakaya; David N Primer; Gary A Molander
Journal:  Org Lett       Date:  2015-06-16       Impact factor: 6.005

8.  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

9.  Catalyst design in C-H activation: a case study in the use of binding free energies to rationalise intramolecular directing group selectivity in iridium catalysis.

Authors:  William J Kerr; Gary J Knox; Marc Reid; Tell Tuttle
Journal:  Chem Sci       Date:  2021-04-20       Impact factor: 9.825

10.  A facile synthetic route to benzimidazolium salts bearing bulky aromatic N-substituents.

Authors:  Gabriele Grieco; Olivier Blacque; Heinz Berke
Journal:  Beilstein J Org Chem       Date:  2015-09-17       Impact factor: 2.883
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