Literature DB >> 23188064

Single electron transfer-induced Grignard cross-coupling involving ion radicals as exclusive intermediates.

Nanase Uchiyama1, Eiji Shirakawa, Tamio Hayashi.   

Abstract

The mechanism of the previously developed cross-coupling reaction of aryl Grignard reagents with aryl halides was explored in more detail. Single electron transfer from an aryl Grignard reagent to an aryl halide initiates a radical chain by giving an anion radical of the aryl halide. The following propagation cycle consists entirely of anion radical intermediates.

Entities:  

Year:  2012        PMID: 23188064     DOI: 10.1039/c2cc37643a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  4 in total

Review 1.  The electron is a catalyst.

Authors:  Armido Studer; Dennis P Curran
Journal:  Nat Chem       Date:  2014-09       Impact factor: 24.427

2.  SET-induced biaryl cross-coupling: an S(RN)1 reaction.

Authors:  Brandon E Haines; Olaf Wiest
Journal:  J Org Chem       Date:  2014-03-06       Impact factor: 4.354

3.  Et3SiH + KO t Bu provide multiple reactive intermediates that compete in the reactions and rearrangements of benzylnitriles and indolenines.

Authors:  Andrew J Smith; Daniela Dimitrova; Jude N Arokianathar; Kenneth F Clark; Darren L Poole; Stuart G Leach; John A Murphy
Journal:  Chem Sci       Date:  2020-10-21       Impact factor: 9.825

Review 4.  Main-Group Metal Complexes in Selective Bond Formations Through Radical Pathways.

Authors:  Crispin Lichtenberg
Journal:  Chemistry       Date:  2020-03-24       Impact factor: 5.236

  4 in total

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