Literature DB >> 25036329

Lewis acid triggered reactivity of a Lewis base stabilized scandium-terminal imido complex: C-H bond activation, cycloaddition, and dehydrofluorination.

Jiaxiang Chu1, Xianghao Han, Christos E Kefalidis, Jiliang Zhou, Laurent Maron, Xuebing Leng, Yaofeng Chen.   

Abstract

A stable scandium-terminal imido complex is activated by borane to form an unsaturated terminal imido complex by removing the coordinated Lewis base, 4-(dimethylamino)pyridine, from the metal center. The ensuing terminal imido intermediate can exist as a THF adduct and/or undergo cycloaddition reaction with an internal alkyne, C-H activation of a terminal alkene, and dehydrofluorination of fluoro-substituted benzenes or alkanes at room temperature. DFT investigations further highlight the ease of C-H activation for terminal alkene and fluoroarene. They also shed light on the mechanistic aspects of these two reactions.

Entities:  

Year:  2014        PMID: 25036329     DOI: 10.1021/ja5061559

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  4 in total

Review 1.  Engendering reactivity at group 5-heteroatom multiple bonds via π-loading.

Authors:  Jade I Fostvedt; Jocelyne Mendoza; Sacy Lopez-Flores; Diego Alcantar; Robert G Bergman; John Arnold
Journal:  Chem Sci       Date:  2022-06-29       Impact factor: 9.969

2.  Competing C-H and C-F bond activation reactions of a fluorinated olefin at Rh: a fluorido vinylidene complex as an intermediate in an unprecedented dehydrofluorination step.

Authors:  Maria Talavera; Thomas Braun
Journal:  Chem Sci       Date:  2022-01-12       Impact factor: 9.825

3.  1,2-Addition and cycloaddition reactions of niobium bis(imido) and oxo imido complexes.

Authors:  Jade I Fostvedt; Lauren N Grant; Benjamin M Kriegel; Andreas H Obenhuber; Trevor D Lohrey; Robert G Bergman; John Arnold
Journal:  Chem Sci       Date:  2020-10-09       Impact factor: 9.825

4.  Crystal structure and Hirshfield analysis of the 4-(di-methyl-amino)-pyridine adduct of 4-meth-oxy-phenyl-borane.

Authors:  Jesse Shooter; Caleb J Allen; Colby W K Tinsley; Lev N Zakharov; Eric R Abbey
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-10-20
  4 in total

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