A bis(radical) derivative based on a triphenylphosphane core substituted by two nitronyl nitroxide units is reported. This compound was isolated in two forms. One consists of an H2O adduct where H2O is hydrogen-bonded to the radical units, whereas the second lacks this bridging unit. Magnetic studies revealed that the presence of the H2O bridge induces ferromagnetic exchange interaction between the spin carriers

BENEDI BOROBIA, Oscar

DARO, Nathalie

HERDTWECK, Eberhardt

RANCUREL, Corinne

SUTTER, Jean-Pascal

European Journal of Organic Chemistry

Lucas, Linda N.

Jong, Jaap J.D. de

Esch, Jan H. van

Kellogg, Richard M.

Feringa, Bernard

University of Groningen Research Database

Syntheses of dithienylcyclopentene optical molecular switches

Properly functionalized dithienylethenes show promise for light-induced switching processes. To prevent cis/trans isomerization from competing with conrotatory 6π-electron ring closure, the ethene segment is usually incorporated in a (perfluorinated) cyclopentene. In the present article syntheses of perhydrocyclopentene 1 and perfluorocyclopentene 2 are described, which are amenable for large-scale conversions. Both compounds have chloro substituents at the 5-position of the thiophene rings to allow further functionalization. The conversion of the chloro substituents of 1 to formyl, carboxylate, boronyl, and hydrogen groups by halogen/lithium exchange at room temperature is described, and examples are given of further elaboration of 1 and 2 by attachment, both in a symmetrical as well as unsymmetrical fashion, of additional functionality by condensation, Friedel−Crafts or Suzuki reactions. The newly prepared thienylperhydrocyclopentene derivatives show reversible photochromism if the substituents at the 5-postions allow for conjugation with the thiophene π-system

H2O as a chemical link for ferromagnetic interactions between aminoxyl units

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Proceedings - University of Groningen

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Proceedings - University of Groningen

University of Groningen

ARTS repository - University of Groningen

Oskar Bordeaux

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