Literature DB >> 20536159

Radical deoxygenation of xanthates and related functional groups with new minimalist N-heterocyclic carbene boranes.

Shau-Hua Ueng1, Louis Fensterbank, Emmanuel Lacôte, Max Malacria, Dennis P Curran.   

Abstract

Minimalist N-heterocyclic carbene boranes 1,3-dimethylimidazol-2-ylideneborane and 2,4-dimethyl-1,2,4-triazol-3-ylideneborane are readily available and have low molecular weights. They exhibit superior performance to first-generation NHC-boranes, providing improved yields in reductions of xanthates and related functional groups.

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Year:  2010        PMID： 20536159     DOI： 10.1021/ol101015m

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  8 in total

1.  A Brief Survey of our Contribution to Stable Carbene Chemistry.

Authors:  David Martin; Mohand Melaimi; Michele Soleilhavoup; Guy Bertrand
Journal:  Organometallics       Date:  2011-09-22       Impact factor: 3.876

2.  Stable singlet carbenes as mimics for transition metal centers.

Authors:  David Martin; Michele Soleilhavoup; Guy Bertrand
Journal:  Chem Sci       Date:  2011-01-01       Impact factor: 9.825

3.  Bare-minimum fluorous mixture synthesis of a stereoisomer library of 4,8,12-trimethylnonadecanols and predictions of NMR spectra of saturated oligoisoprenoid stereoisomers.

Authors:  Edmund A-H Yeh; Eveline Kumli; Krishnan Damodaran; Dennis P Curran
Journal:  J Am Chem Soc       Date:  2013-01-18       Impact factor: 15.419

4.  Borenium ion catalyzed hydroboration of alkenes with N-heterocyclic carbene-boranes.

Authors:  Aleksandrs Prokofjevs; Anne Boussonnière; Linfeng Li; Hélène Bonin; Emmanuel Lacôte; Dennis P Curran; Edwin Vedejs
Journal:  J Am Chem Soc       Date:  2012-07-16       Impact factor: 15.419

5.  NHC induced radical formation via homolytic cleavage of B-B bonds and its role in organic reactions.

Authors:  Laura Kuehn; Ludwig Zapf; Luis Werner; Martin Stang; Sabrina Würtemberger-Pietsch; Ivo Krummenacher; Holger Braunschweig; Emmanuel Lacôte; Todd B Marder; Udo Radius
Journal:  Chem Sci       Date:  2022-06-07       Impact factor: 9.969

6.  Influence of Electronic Effects on the Reactivity of Triazolylidene-Boryl Radicals: Consequences for the use of N-Heterocyclic Carbene Boranes in Organic and Polymer Synthesis.

Authors:  Sofia Telitel; Anne-Laure Vallet; Darrin M Flanigan; Bernadette Graff; Fabrice Morlet-Savary; Tomislav Rovis; Jacques Lalevée; Emmanuel Lacôte
Journal:  Chemistry       Date:  2015-08-03       Impact factor: 5.236

7.  Flow Giese reaction using cyanoborohydride as a radical mediator.

Authors:  Takahide Fukuyama; Takuji Kawamoto; Mikako Kobayashi; Ilhyong Ryu
Journal:  Beilstein J Org Chem       Date:  2013-09-03       Impact factor: 2.883

8.  DFT Investigation of Hydrogen Atom Abstraction from NHC-Boranes by Methyl, Ethyl and Cyanomethyl Radicals-Composition and Correlation Analysis of Kinetic Barriers.

Authors:  Hong-Jie Qu; Lang Yuan; Cai-Xin Jia; Hai-Tao Yu; Hui Xu
Journal:  Molecules       Date:  2020-10-01       Impact factor: 4.411
  8 in total

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