Literature DB >> 22415936

[Pd(IPr*)(cinnamyl)Cl]: an efficient pre-catalyst for the preparation of tetra-ortho-substituted biaryls by Suzuki-Miyaura cross-coupling.

Anthony Chartoire1, Mathieu Lesieur, Laura Falivene, Alexandra M Z Slawin, Luigi Cavallo, Catherine S J Cazin, Steven P Nolan.   

Abstract

The bigger the better: The new well-defined [Pd(IPr*)(cin)Cl] pre-catalyst is described. This complex proves to be highly active in the Suzuki-Miyaura cross-coupling for the synthesis of tetra-ortho-substituted biaryls under mild conditions. IPr* is reported as the largest N-heterocyclic carbene (NHC) to date for [Pd(NHC)(cin)Cl] complexes, explaining the high reactivity observed for this complex in this challenging transformation.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22415936     DOI: 10.1002/chem.201104009

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  7 in total

1.  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

2.  Differences in the Performance of Allyl Based Palladium Precatalysts for Suzuki-Miyaura Reactions.

Authors:  Matthew R Espinosa; Angelino Doppiu; Nilay Hazari
Journal:  Adv Synth Catal       Date:  2020-08-27       Impact factor: 5.837

3.  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

4.  Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra-ortho-Substituted Biaryl Synthesis.

Authors:  Nitinchandra Dahyabhai Patel; Joshua D Sieber; Sergei Tcyrulnikov; Bryan J Simmons; Daniel Rivalti; Krishnaja Duvvuri; Yongda Zhang; Donghong A Gao; Keith R Fandrick; Nizar Haddad; Kendricks So Lao; Hari Prasad Reddy Mangunuru; Soumik Biswas; Bo Qu; Nelu Grinberg; Scott Pennino; Heewon Lee; Jinhua J Song; B Frank Gupton; Neil K Garg; Marisa C Kozlowski; Chris H Senanayake
Journal:  ACS Catal       Date:  2018-09-20       Impact factor: 13.084

5.  NHC-BIAN-Cu(I)-Catalyzed Friedländer-Type Annulation of 2-Amino-3-(per)fluoroacetylpyridines with Alkynes on Water.

Authors:  Magdalena Dolna; Michał Nowacki; Oksana Danylyuk; Artur Brotons-Rufes; Albert Poater; Michał Michalak
Journal:  J Org Chem       Date:  2022-04-08       Impact factor: 4.198

6.  Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles.

Authors:  Anthony R Martin; Anthony Chartoire; Alexandra M Z Slawin; Steven P Nolan
Journal:  Beilstein J Org Chem       Date:  2012-09-27       Impact factor: 2.883

7.  Influence of bulky yet flexible N-heterocyclic carbene ligands in gold catalysis.

Authors:  Alba Collado; Scott R Patrick; Danila Gasperini; Sebastien Meiries; Steven P Nolan
Journal:  Beilstein J Org Chem       Date:  2015-10-02       Impact factor: 2.883

  7 in total

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