Volume 27, Issue 6
Mini Review

Intramolecular electron transfer and charge delocalization in bistable donor–acceptor systems based on perchlorotriphenylmethyl radicals linked to ferrocene and tetrathiafulvalene units

Manuel Souto

ICMAB‐CSIC/CIBER‐BBN, Campus de Bellaterra, E‐08193 Cerdanyola del Vallès, Spain

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Dayana C. Morales

ICMAB‐CSIC/CIBER‐BBN, Campus de Bellaterra, E‐08193 Cerdanyola del Vallès, Spain

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Judith Guasch

ICMAB‐CSIC/CIBER‐BBN, Campus de Bellaterra, E‐08193 Cerdanyola del Vallès, Spain

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Imma Ratera

ICMAB‐CSIC/CIBER‐BBN, Campus de Bellaterra, E‐08193 Cerdanyola del Vallès, Spain

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Concepció Rovira

ICMAB‐CSIC/CIBER‐BBN, Campus de Bellaterra, E‐08193 Cerdanyola del Vallès, Spain

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Anna Painelli

Dipartimento di Chimica, Parma University, & INSTM UdR‐Parma, I‐43124 Parma, Italy

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Jaume Veciana

ICMAB‐CSIC/CIBER‐BBN, Campus de Bellaterra, E‐08193 Cerdanyola del Vallès, Spain

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First published: 17 March 2014
Citations: 9

Correspondence to: Manuel Souto, Imma Ratera, and Jaume Veciana, Institut de Ciència de Materials de Barcelona (ICMAB‐CSIC)/CIBER‐BBN, Campus de Bellaterra, E‐08193 Cerdanyola del Vallès, Spain.

E‐mail: msouto@icmab.es; iratera@icmab.es; vecianaj@icmab.es

Abstract

A comparative analysis of the physicochemical properties of different donor–acceptor dyads, based on a perchlorotriphenylmethyl radical acceptor subunit linked through a vinylene π ‐bridge to ferrocene derivatives (1–3) or a tetrathiafulvalene (4) donor subunit, is presented. Intramolecular electron transfer and charge delocalization of these donor–acceptor dyads are discussed on the basis of data obtained in solution by cyclic voltammetry, UV–Vis near‐infrared, and electron spin resonance spectroscopies. Bistability in the crystalline phase is also discussed on the basis of the results provided by X‐ray diffraction analysis and temperature‐dependent Mössbauer spectra. Copyright © 2014 John Wiley & Sons, Ltd.

Number of times cited according to CrossRef: 9

  • Extremely Electron‐Poor Bis(diarylmethylium)‐Substituted Ferrocenes and the First Peroxoferrocenophane, Zeitschrift für anorganische und allgemeine Chemie, 10.1002/zaac.201900347, 0, 0, (2020).
  • Decorated Tetrathiafulvalene‐Based Ligands: Powerful Chemical Tools for the Design of Single‐Molecule Magnets, European Journal of Inorganic Chemistry, 10.1002/ejic.201900981, 2020, 2, (148-164), (2019).
  • Design of Perchlorotriphenylmethyl (PTM) Radical‐Based Compounds for Optoelectronic Applications: The Role of Orbital Delocalization, ChemPhysChem, 10.1002/cphc.201800321, 19, 19, (2572-2578), (2018).
  • TTF–PTM dyads: from switched molecular self assembly in solution to radical conductors in solid state, CrystEngComm, 10.1039/C6CE01660J, 19, 2, (197-206), (2017).
  • Photo-physical properties of donor-acceptor-radical triad based on functionalized tetrathiafulvalene and nitronyl nitroxide radical, Dyes and Pigments, 10.1016/j.dyepig.2017.06.010, 145, (285-293), (2017).
  • Covalent non-fused tetrathiafulvalene–acceptor systems, Chem. Commun., 10.1039/C6CC01827K, 52, 51, (7906-7927), (2016).
  • Self‐Assembled Architectures with Segregated Donor and Acceptor Units of a Dyad Based on a Monopyrrolo‐Annulated TTF–PTM Radical, Chemistry – A European Journal, 10.1002/chem.201500497, 21, 24, (8816-8825), (2015).
  • Unusual Low-Energy Near-Infrared Bands for Ferrocenyl–Naphthalimide Donor–Acceptor Dyads with Aromatic Spacer Groups: Prediction by Time-Dependent DFT and Observation by OTTLE Spectroscopy, Organometallics, 10.1021/om501315k, 34, 11, (2662-2666), (2015).
  • ChemInform Abstract: Intramolecular Electron Transfer and Charge Delocalization in Bistable Donor‐Acceptor Systems Based on Perchlorotriphenylmethyl Radicals Linked to Ferrocene and Tetrathiafulvalene Units, ChemInform, 10.1002/chin.201426280, 45, 26, (2014).

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