Role of the Open-Shell Character on the Pressure-Induced Conductivity of an Organic Donor–Acceptor Radical Dyad

Manuel Souto, Maria Chiara Gullo, Heng Bo Cui, Nicola Casati, Fabio Montisci, Harald Olaf Jeschke, Roser Valentí, Imma Ratera, Concepció Rovira, Jaume Veciana

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

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. On the other hand, the non-radical derivative (2), which is isostructural with the radical 1, shows an insulating behavior at all measured pressures. The different electronic structures of these two isostructural systems have a direct influence on the conducting properties, as demonstrated by band structure DFT calculations.

Original languageEnglish
Pages (from-to)5500-5505
Number of pages6
JournalChemistry - A European Journal
Volume24
Issue number21
DOIs
Publication statusPublished - Apr 11 2018

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Derivatives
Charge carriers
Discrete Fourier transforms
Electronic properties
Band structure
Electronic structure
Electric properties
Crystal structure
Doping (additives)
Crystalline materials
Electrons
tetrathiafulvalene

Keywords

  • donor–acceptor
  • organic radical
  • polychlorotriphenylmethyl
  • single-component conductor
  • tetrathiafulvalene

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Role of the Open-Shell Character on the Pressure-Induced Conductivity of an Organic Donor–Acceptor Radical Dyad. / Souto, Manuel; Gullo, Maria Chiara; Cui, Heng Bo; Casati, Nicola; Montisci, Fabio; Jeschke, Harald Olaf; Valentí, Roser; Ratera, Imma; Rovira, Concepció; Veciana, Jaume.

In: Chemistry - A European Journal, Vol. 24, No. 21, 11.04.2018, p. 5500-5505.

Research output: Contribution to journalArticle

Souto, M, Gullo, MC, Cui, HB, Casati, N, Montisci, F, Jeschke, HO, Valentí, R, Ratera, I, Rovira, C & Veciana, J 2018, 'Role of the Open-Shell Character on the Pressure-Induced Conductivity of an Organic Donor–Acceptor Radical Dyad', Chemistry - A European Journal, vol. 24, no. 21, pp. 5500-5505. https://doi.org/10.1002/chem.201800881
Souto, Manuel ; Gullo, Maria Chiara ; Cui, Heng Bo ; Casati, Nicola ; Montisci, Fabio ; Jeschke, Harald Olaf ; Valentí, Roser ; Ratera, Imma ; Rovira, Concepció ; Veciana, Jaume. / Role of the Open-Shell Character on the Pressure-Induced Conductivity of an Organic Donor–Acceptor Radical Dyad. In: Chemistry - A European Journal. 2018 ; Vol. 24, No. 21. pp. 5500-5505.
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