Boryl radicals-based strain-release startegies for the divergent assembly of pol...
Boryl radicals-based strain-release startegies for the divergent assembly of polyfunctionalised 3D building blocks
Borylated molecules are some of the most used tools to aid molecular construction in both academia and industry, generally via the Nobel Prize winning Suzuki-Miyaura cross-coupling.
The invention of methods to form C–B bonds is...
Borylated molecules are some of the most used tools to aid molecular construction in both academia and industry, generally via the Nobel Prize winning Suzuki-Miyaura cross-coupling.
The invention of methods to form C–B bonds is of strategic importance to discover and evolve molecules with direct implications on our lives. Central to this quest is designing synthetic strategies able to explore novel areas of chemical space. As the pharmaceutical sector is now aware of the greater clinical success of molecules with 3D architectures, developing methods able to assemble 3D-shaped and saturated building blocks is a topic of continuous scientific endeavour.
The bicyclo[1.1.1]pentyl motif has been identified as a valuable bioisotere to replace flat (2D) aromatics and improve the potency of lead molecules. However, difficulties in preparing and modifying this structural element have severely limited its use in synthesis. There is an urgent need to develop novel methods that can effectively manipulate and introduce this motif into organic compounds.
This project seeks to substantially expand the fields of photocatalysis and boryl-radicals by introducing the concept of borylation by strain-release: a novel reactivity that explores the unprecedented ability of boryl-radicals to react with [1.1.1]propellane and enable a unique preparation of polyfunctionalized bicyclo[1.1.1]pentanes. This reactivity will allow the modular and divergent 1-step construction of many important borylated 3D-building blocks that cannot be prepared by any other method.
This research capitalizes on recent developments of the Host group that has disclosed a novel way to generate and utilise boryl radicals and has also experience in radical strain-release.
The completion of such an innovative and ambitious project at RWTH Aachen University will be facilitated by generating, transferring, sharing and disseminating knowledge, and will enhance my future career following the training plan envisionedver más
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