An organic switch: An open-shell dyad, consisting of an electron acceptor perchlorotriphenylmethyl radical unit linked to an electron π-donor tetrathiafulvalene unit through a vinylene π-bridge, was synthesized (see picture). The self-assembly of the dyad in solution induced by its intramolecular electron transfer was studied.
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Role of the Open-Shell Character on the Pressure-Induced Conductivity of an Organic Donor-Acceptor Radical Dyad.
Chemistry
April 2018
Institut de Ciència de Materials de Barcelona (ICMAB-CSIC)/CIBER-BBN, Campus Universitari de Bellaterra, 08193, Bellaterra, Spain.
Single-component conductors based on neutral organic radicals have received a lot of attention due to the possibility that the unpaired electron can serve as a charge carrier without the need of a previous doping process. Although most of these systems are based on delocalized planar radicals, we present here a nonplanar and spin localized radical based on a tetrathiafulvalene (TTF) moiety, linked to a perchlorotriphenylmethyl (PTM) radical by a conjugated bridge, which exhibits a semiconducting behavior upon application of high pressure. The synthesis, electronic properties, and crystal structure of this neutral radical TTF-Ph-PTM derivative (1) are reported and implications of its crystalline structure on its electrical properties are discussed.
View Article and Find Full Text PDFInduced self-assembly of a tetrathiafulvalene-based open-shell dyad through intramolecular electron transfer.
Angew Chem Int Ed Engl
October 2012
Institut de Ciència de Materials de Barcelona (CSIC)/CIBER-BBN, Campus of the Autonomous University of Barcelona, 08193 Cerdanyola del Vallès, Barcelona, Spain.
An organic switch: An open-shell dyad, consisting of an electron acceptor perchlorotriphenylmethyl radical unit linked to an electron π-donor tetrathiafulvalene unit through a vinylene π-bridge, was synthesized (see picture). The self-assembly of the dyad in solution induced by its intramolecular electron transfer was studied.
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