CE07 - Chimie moléculaire

Constrained Phosphorous Compounds Under Visible Light: New Opportunities in Organic Synthesis – PhotoFlat

Submission summary

The activation of heteroatom–hydrogen (X–H) bonds has traditionally been preserved for transition metals. Recently, it has been shown that oxidative addition of X–H bonds (amines, alcohols,…) can be achieved with geometrically constrained s3 phosphorus compounds. However, the reductive elimination step from the resulting hydrophosphiranes (P(V)) is not possible in many cases. The present project proposes a dual catalysis approach, combining phosphorus P(III) organocatalysis with photoredox catalysis to solve this issue. A highly original approach for the formation of oxygen and nitrogen centered radicals will be provided with a high potential of valorization. The generated radicals will be employed in organic synthesis and mechanistic aspects of this chemistry will be thoroughly investigated. This conceptually new approach will open a new avenue for the generation of synthetically useful radicals that are derived from X–H derivatives possessing high dissociation energies. The most efficient systems identified in this work will be evaluated as high-performance photoinitiating systems of polymerization, showing their high potential applications. From the high reactivity of the generated initiating radicals, polymerization under mild conditions (longer wavelengths) will be carried out; this would constitute a significant breakthrough compared to the current systems.

Project coordination

Sami LAKHDAR (Laboratoire Hétérochimie Fondamentale et Appliquée)

The author of this summary is the project coordinator, who is responsible for the content of this summary. The ANR declines any responsibility as for its contents.

Partner

IS2M Institut de Sciences des Matériaux de Mulhouse (IS2M) - UMR 7361
LHFA Laboratoire Hétérochimie Fondamentale et Appliquée
LBM Laboratoire des biomolécules

Help of the ANR 449,823 euros
Beginning and duration of the scientific project: November 2020 - 48 Months

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