Tuning Redox Properties and Self‐Assembly of Thienoacene‐Extended Tetrathiafulvalenes

Cecilie Lindholm Andersen; Michal Zalibera; Karol Lušpai; Mikkel A. Christensen; Denisa Darvasiová; Vladimír Lukeš; Peter Rapta; Michael M. Haley; Ole Hammerich; Mogens Brøndsted Nielsen

doi:10.1002/cplu.201800626

Tuning Redox Properties and Self‐Assembly of Thienoacene‐Extended Tetrathiafulvalenes

Cecilie Lindholm Andersen, Michal Zalibera, Karol Lušpai, Mikkel A. Christensen, Denisa Darvasiová, Vladimír Lukeš, Peter Rapta, Michael M. Haley, Ole Hammerich, Mogens Brøndsted Nielsen

Kemisk Institut

2 Citationer (Scopus)

Abstract

Turning on and off associations between molecules by a reversible change in their redox states is a convenient way of controlling self-assembly and hence for advancing supramolecular chemistry. Here we present systematic studies on a selection of extended tetrathiafulvalenes with thienoacene spacers. By cyclic and differential pulse voltammetry and in situ EPR/UV-Vis-NIR spectroelectrochemistry, in combination with computations, we have elucidated how the number and orientations of thiophene rings in the spacer between the two dithiafulvene rings influence both the donor strength and association properties. The radical cations and their associates were found to cover a remarkable large region of the UV-Vis-NIR spectrum, but the appearance of the absorption spectrum of the radical cations as well as of the unassociated dications also depended strongly on the exact molecular structure.

Originalsprog	Engelsk
Tidsskrift	ChemPlusChem
Vol/bind	84
Udgave nummer	9
Sider (fra-til)	1279-1287
ISSN	2192-6506
DOI	https://doi.org/10.1002/cplu.201800626
Status	Udgivet - 1 sep. 2019

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10.1002/cplu.201800626

Citationsformater

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title = "Tuning Redox Properties and Self‐Assembly of Thienoacene‐Extended Tetrathiafulvalenes",

abstract = "Turning on and off associations between molecules by a reversible change in their redox states is a convenient way of controlling self-assembly and hence for advancing supramolecular chemistry. Here we present systematic studies on a selection of extended tetrathiafulvalenes with thienoacene spacers. By cyclic and differential pulse voltammetry and in situ EPR/UV-Vis-NIR spectroelectrochemistry, in combination with computations, we have elucidated how the number and orientations of thiophene rings in the spacer between the two dithiafulvene rings influence both the donor strength and association properties. The radical cations and their associates were found to cover a remarkable large region of the UV-Vis-NIR spectrum, but the appearance of the absorption spectrum of the radical cations as well as of the unassociated dications also depended strongly on the exact molecular structure.",

author = "Cecilie Lindholm Andersen and Michal Zalibera and Karol Lu{\v s}pai and Christensen, {Mikkel A.} and Denisa Darvasiov{\'a} and Vladim{\'i}r Luke{\v s} and Peter Rapta and Haley, {Michael M.} and Ole Hammerich and Mogens Br{\o}ndsted Nielsen",

year = "2019",

month = sep,

day = "1",

doi = "10.1002/cplu.201800626",

language = "English",

volume = "84",

pages = "1279--1287",

journal = "ChemPlusChem",

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TY - JOUR

T1 - Tuning Redox Properties and Self‐Assembly of Thienoacene‐Extended Tetrathiafulvalenes

AU - Lindholm Andersen, Cecilie

AU - Zalibera, Michal

AU - Lušpai, Karol

AU - Christensen, Mikkel A.

AU - Darvasiová, Denisa

AU - Lukeš, Vladimír

AU - Rapta, Peter

AU - Haley, Michael M.

AU - Hammerich, Ole

AU - Brøndsted Nielsen, Mogens

PY - 2019/9/1

Y1 - 2019/9/1

N2 - Turning on and off associations between molecules by a reversible change in their redox states is a convenient way of controlling self-assembly and hence for advancing supramolecular chemistry. Here we present systematic studies on a selection of extended tetrathiafulvalenes with thienoacene spacers. By cyclic and differential pulse voltammetry and in situ EPR/UV-Vis-NIR spectroelectrochemistry, in combination with computations, we have elucidated how the number and orientations of thiophene rings in the spacer between the two dithiafulvene rings influence both the donor strength and association properties. The radical cations and their associates were found to cover a remarkable large region of the UV-Vis-NIR spectrum, but the appearance of the absorption spectrum of the radical cations as well as of the unassociated dications also depended strongly on the exact molecular structure.

AB - Turning on and off associations between molecules by a reversible change in their redox states is a convenient way of controlling self-assembly and hence for advancing supramolecular chemistry. Here we present systematic studies on a selection of extended tetrathiafulvalenes with thienoacene spacers. By cyclic and differential pulse voltammetry and in situ EPR/UV-Vis-NIR spectroelectrochemistry, in combination with computations, we have elucidated how the number and orientations of thiophene rings in the spacer between the two dithiafulvene rings influence both the donor strength and association properties. The radical cations and their associates were found to cover a remarkable large region of the UV-Vis-NIR spectrum, but the appearance of the absorption spectrum of the radical cations as well as of the unassociated dications also depended strongly on the exact molecular structure.

U2 - 10.1002/cplu.201800626

DO - 10.1002/cplu.201800626

M3 - Journal article

C2 - 31944059

SN - 2192-6506

VL - 84

SP - 1279

EP - 1287

JO - ChemPlusChem

JF - ChemPlusChem

IS - 9

ER -

Tuning Redox Properties and Self‐Assembly of Thienoacene‐Extended Tetrathiafulvalenes

Abstract

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