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Chem Commun (Camb). 2016 Aug 02;52(64):9917-20. doi: 10.1039/c6cc05219c.

Bis(mesitoyl)phosphinic acid: photo-triggered release of metaphosphorous acid in solution.

Chemical communications (Cambridge, England)

David E Fast, Michal Zalibera, Andrea Lauer, Anna Eibel, Caroline Schweigert, Anne-Marie Kelterer, Martin Spichty, Dmytro Neshchadin, Dominik Voll, Hanna Ernst, Yu Liang, Kurt Dietliker, Andreas-Neil Unterreiner, Christopher Barner-Kowollik, Hansjörg Grützmacher, Georg Gescheidt

Affiliations

  1. Institute of Physical and Theoretical Chemistry, NAWI Graz, Graz University of Technology, Stremayrgasse 9, 8010 Graz, Austria. [email protected].
  2. Institute of Physical and Theoretical Chemistry, NAWI Graz, Graz University of Technology, Stremayrgasse 9, 8010 Graz, Austria. [email protected] and Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology, Radlinskeho 9, 81227 Bratislava, Slovakia.
  3. Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76128 Karlsruhe, Germany and Institut für Biologische Grenzflächen (IBG), Karlsruhe Institute of Technology (KIT), Herrmann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany.
  4. Institute of Physical Chemistry, Karlsruhe Institute of Technology (KIT), Fritz-Haber-Weg 2, 76131 Karlsruhe, Germany.
  5. Laboratory of Molecular and Cellular Biology, Structures and Interactions of Molecular Biosystems, Ecole Normale Supérieure de Lyon, 46, Allée d'Italie, 69364 Lyon, Cedex 07, France.
  6. Department of Chemistry and Applied Biosciences, ETH (Swiss Federal Institute of Technology), Vladimir-Prelog-Weg 1, Zurich, CH-8093, Switzerland.

PMID: 27431207 DOI: 10.1039/c6cc05219c

Abstract

Bis(mesitoyl)phosphinic acid and its sodium salt display a unique photo-induced reactivity: both derivatives stepwise release two mesitoyl radicals and, remarkably, metaphosphorous acid (previously postulated as transient species in the gas phase), providing a new phosphorus-based reagent.

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