Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?

Fluorinated and nonfluorinated phosphonates are employed as precatalysts in lithium phosphonate catalyzed cross benzoin couplings. Surprisingly, a decreased catalytic activity for the fluorinated precatalysts compared to the nonfluorinated systems is observed. Furthermore, the ring size of six, seve...

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Autores principales: Gliga, Anca, Goldfuss, Bernd, Neudörfl, Jörg M
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3182427/
https://www.ncbi.nlm.nih.gov/pubmed/21977202
http://dx.doi.org/10.3762/bjoc.7.138
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author Gliga, Anca
Goldfuss, Bernd
Neudörfl, Jörg M
author_facet Gliga, Anca
Goldfuss, Bernd
Neudörfl, Jörg M
author_sort Gliga, Anca
collection PubMed
description Fluorinated and nonfluorinated phosphonates are employed as precatalysts in lithium phosphonate catalyzed cross benzoin couplings. Surprisingly, a decreased catalytic activity for the fluorinated precatalysts compared to the nonfluorinated systems is observed. Furthermore, the ring size of six, seven and nine membered ring catalysts appears not to be crucial for their catalytic activity.
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spelling pubmed-31824272011-10-05 Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity? Gliga, Anca Goldfuss, Bernd Neudörfl, Jörg M Beilstein J Org Chem Full Research Paper Fluorinated and nonfluorinated phosphonates are employed as precatalysts in lithium phosphonate catalyzed cross benzoin couplings. Surprisingly, a decreased catalytic activity for the fluorinated precatalysts compared to the nonfluorinated systems is observed. Furthermore, the ring size of six, seven and nine membered ring catalysts appears not to be crucial for their catalytic activity. Beilstein-Institut 2011-08-31 /pmc/articles/PMC3182427/ /pubmed/21977202 http://dx.doi.org/10.3762/bjoc.7.138 Text en Copyright © 2011, Gliga et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Gliga, Anca
Goldfuss, Bernd
Neudörfl, Jörg M
Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?
title Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?
title_full Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?
title_fullStr Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?
title_full_unstemmed Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?
title_short Lithium phosphonate umpolung catalysts: Do fluoro substituents increase the catalytic activity?
title_sort lithium phosphonate umpolung catalysts: do fluoro substituents increase the catalytic activity?
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3182427/
https://www.ncbi.nlm.nih.gov/pubmed/21977202
http://dx.doi.org/10.3762/bjoc.7.138
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AT goldfussbernd lithiumphosphonateumpolungcatalystsdofluorosubstituentsincreasethecatalyticactivity
AT neudorfljorgm lithiumphosphonateumpolungcatalystsdofluorosubstituentsincreasethecatalyticactivity

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