Literature DB >> 26339028

Sustainable Fe-ppm Pd nanoparticle catalysis of Suzuki-Miyaura cross-couplings in water.

Sachin Handa1, Ye Wang1, Fabrice Gallou2, Bruce H Lipshutz1.   

Abstract

Most of today's use of transition metal-catalyzed cross-coupling chemistry relies on expensive quantities of palladium (Pd). Here we report that nanoparticles formed from inexpensive FeCl3 that naturally contains parts-per-million (ppm) levels of Pd can catalyze Suzuki-Miyaura reactions, including cases that involve highly challenging reaction partners. Nanomicelles are employed to both solubilize and deliver the reaction partners to the Fe-ppm Pd catalyst, resulting in carbon-carbon bond formation. The newly formed catalyst can be isolated and stored at ambient temperatures. Aqueous reaction mixtures containing both the surfactant and the catalyst can be recycled.
Copyright © 2015, American Association for the Advancement of Science.

Entities:  

Year:  2015        PMID: 26339028     DOI: 10.1126/science.aac6936

Source DB:  PubMed          Journal:  Science        ISSN: 0036-8075            Impact factor:   47.728


  16 in total

1.  Genetically programmed chiral organoborane synthesis.

Authors:  S B Jennifer Kan; Xiongyi Huang; Yosephine Gumulya; Kai Chen; Frances H Arnold
Journal:  Nature       Date:  2017-11-29       Impact factor: 49.962

Review 2.  Cascade Processes with Micellar Reaction Media: Recent Advances and Future Directions.

Authors:  Christina Tang; Bridget T McInnes
Journal:  Molecules       Date:  2022-08-31       Impact factor: 4.927

3.  Scope and limitation of propylene carbonate as a sustainable solvent in the Suzuki-Miyaura reaction.

Authors:  Andrea Czompa; Balázs László Pásztor; Jennifer Alizadeh Sahar; Zoltán Mucsi; Dóra Bogdán; Krisztina Ludányi; Zoltán Varga; István M Mándity
Journal:  RSC Adv       Date:  2019-11-20       Impact factor: 4.036

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.  Designer Micelles Accelerate Flux Through Engineered Metabolism in E. coli and Support Biocompatible Chemistry.

Authors:  Stephen Wallace; Emily P Balskus
Journal:  Angew Chem Int Ed Engl       Date:  2016-04-08       Impact factor: 15.336

Review 6.  Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion.

Authors:  Alois Fürstner
Journal:  ACS Cent Sci       Date:  2016-10-27       Impact factor: 14.553

7.  Highly efficient on-DNA amide couplings promoted by micelle forming surfactants for the synthesis of DNA encoded libraries.

Authors:  James H Hunter; Matthew J Anderson; Isaline F S F Castan; Jessica S Graham; Catherine L A Salvini; Harriet A Stanway-Gordon; James J Crawford; Andrew Madin; Garry Pairaudeau; Michael J Waring
Journal:  Chem Sci       Date:  2021-06-22       Impact factor: 9.825

Review 8.  Fe-Based Nano-Materials in Catalysis.

Authors:  Stavros Alexandros Theofanidis; Vladimir V Galvita; Christos Konstantopoulos; Hilde Poelman; Guy B Marin
Journal:  Materials (Basel)       Date:  2018-05-17       Impact factor: 3.623

9.  Facile synthesis of Pd@graphene nanocomposites with enhanced catalytic activity towards Suzuki coupling reaction.

Authors:  Mujeeb Khan; Mohammed Rafi Shaik; Syed Farooq Adil; Mufsir Kuniyil; Muhammad Ashraf; Hajo Frerichs; Massih Ahmad Sarif; Mohammed Rafiq H Siddiqui; Abdulrahman Al-Warthan; Joselito P Labis; Mohammad Shahidul Islam; Wolfgang Tremel; Muhammad Nawaz Tahir
Journal:  Sci Rep       Date:  2020-07-16       Impact factor: 4.379

10.  Sustainable ppm level palladium-catalyzed aminations in nanoreactors under mild, aqueous conditions.

Authors:  Yitao Zhang; Balaram S Takale; Fabrice Gallou; John Reilly; Bruce H Lipshutz
Journal:  Chem Sci       Date:  2019-09-20       Impact factor: 9.825

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