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Open AccessArticle

Chiral Conducting Me-EDT-TTF and Et-EDT-TTF-Based Radical Cation Salts with the Perchlorate Anion

1
MOLTECH-Anjou, UMR 6200, CNRS, UNIV Angers, 2 bd Lavoisier, CEDEX, 49045 Angers, France
2
Laboratoire de Physique des Solides, Université Paris-Saclay CNRS UMR 8502, Bât. 510, 91405 Orsay, France
3
CNRS, Centrale Marseille, iSm2, Aix Marseille Université, 13397 Marseille, France
4
Centro de Ciencias e Tecnologias Nucleares (C2TN) and Departmento de Engenharia e Ciencias Nucleares (DECN), Instituto Superior Técnico (IST), Universidade de Lisboa, E.N. 10, 2695-066 Bobadela LRS, Portugal
5
Campus de la UAB, Institut de Ciència de Materials de Barcelona, ICMAB-CSIC, 08193 Bellaterra, Spain
*
Author to whom correspondence should be addressed.
Crystals 2020, 10(11), 1069; https://doi.org/10.3390/cryst10111069
Received: 10 November 2020 / Revised: 18 November 2020 / Accepted: 19 November 2020 / Published: 23 November 2020
(This article belongs to the Special Issue Organic Conductors)
Introduction of chirality in the field of molecular conductors has received increasing interest in recent years in the frame of modulation of the crystal packing, and hence conducting properties, with the number of stereogenic centers and absolute configuration, e.g., racemic or enantiopure forms. Here, we describe the preparation by electrocrystallization of chiral radical cation salts, based on the donors methyl-ethylenedithio-tetrathiafulvalene (Me-EDT-TTF) 1 and ethyl-ethylenedithio-tetrathiafulvalene (Et-EDT-TTF) 2 containing one stereogenic center, with the perchlorate anion. Donor 1 provided the series of crystalline materials [(rac)-1]ClO4, [(S)-1]2ClO4 and [(R)-1]2ClO4, while for donor 2 only the 1:1 salts [(rac)-2]ClO4 and [(R)-2]ClO4 could be prepared as suitable single crystals for X-ray analysis. The enantiopure salts of 1 show β-type packing and metallic conductivity in the high temperature regime, with room temperature conductivity values of 5–10 S cm−1, whereas compound [(rac)-2]ClO4 is a very poor semiconductor. Tight-binding extended Hückel band structure calculations support the metallic conductivity of the enantiopure salts of 1 and suggest that small structural changes, possibly induced by thermal contraction or pressure, could lead to a pseudo-elliptic closed Fermi surface, typical for a 2D metal. View Full-Text
Keywords: organic conductors; chirality; tetrathiafulvalene; crystal structures; electrical resistivity; band structure calculations organic conductors; chirality; tetrathiafulvalene; crystal structures; electrical resistivity; band structure calculations
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MDPI and ACS Style

Mroweh, N.; Auban-Senzier, P.; Vanthuyne, N.; Lopes, E.B.; Almeida, M.; Canadell, E.; Avarvari, N. Chiral Conducting Me-EDT-TTF and Et-EDT-TTF-Based Radical Cation Salts with the Perchlorate Anion. Crystals 2020, 10, 1069. https://doi.org/10.3390/cryst10111069

AMA Style

Mroweh N, Auban-Senzier P, Vanthuyne N, Lopes EB, Almeida M, Canadell E, Avarvari N. Chiral Conducting Me-EDT-TTF and Et-EDT-TTF-Based Radical Cation Salts with the Perchlorate Anion. Crystals. 2020; 10(11):1069. https://doi.org/10.3390/cryst10111069

Chicago/Turabian Style

Mroweh, Nabil; Auban-Senzier, Pascale; Vanthuyne, Nicolas; Lopes, Elsa B.; Almeida, Manuel; Canadell, Enric; Avarvari, Narcis. 2020. "Chiral Conducting Me-EDT-TTF and Et-EDT-TTF-Based Radical Cation Salts with the Perchlorate Anion" Crystals 10, no. 11: 1069. https://doi.org/10.3390/cryst10111069

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