Locking down the electronic structure of (monopyrrolo)tetrathiafulvalene in [2]rotaxanes

Amar H. Flood; Sune Nygaard; Bo W. Laursen; Jan O. Jeppesen; J. Fraser Stoddart

doi:10.1021/ol060319+

Locking down the electronic structure of (monopyrrolo)tetrathiafulvalene in [2]rotaxanes

Amar H. Flood^*, Sune Nygaard, Bo W. Laursen, Jan O. Jeppesen, J. Fraser Stoddart

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

44 Scopus citations

Abstract

The redox potentials of a highly constrained [2]rotaxane have been measured and used to model the energy of the HOMO of tetrathiafulvalene-based bistable [2]rotaxanes in their two co-conformationally isomeric states. Restrained from co-conformational movements, the measured oxidation and reduction potentials provide insights into the orbital energies and electronic structure of a (monopyrrolo)tetrathiafulvalene unit when encircled by a tetracationic cyclobis(paraquat-p-phenylene) ring.

Original language	English (US)
Pages (from-to)	2205-2208
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	11
DOIs	https://doi.org/10.1021/ol060319+
State	Published - May 25 2006

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Locking down the electronic structure of (monopyrrolo)tetrathiafulvalene in [2]rotaxanes",

abstract = "The redox potentials of a highly constrained [2]rotaxane have been measured and used to model the energy of the HOMO of tetrathiafulvalene-based bistable [2]rotaxanes in their two co-conformationally isomeric states. Restrained from co-conformational movements, the measured oxidation and reduction potentials provide insights into the orbital energies and electronic structure of a (monopyrrolo)tetrathiafulvalene unit when encircled by a tetracationic cyclobis(paraquat-p-phenylene) ring.",

author = "Flood, {Amar H.} and Sune Nygaard and Laursen, {Bo W.} and Jeppesen, {Jan O.} and Stoddart, {J. Fraser}",

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T1 - Locking down the electronic structure of (monopyrrolo)tetrathiafulvalene in [2]rotaxanes

AU - Flood, Amar H.

AU - Nygaard, Sune

AU - Laursen, Bo W.

AU - Jeppesen, Jan O.

AU - Stoddart, J. Fraser

PY - 2006/5/25

Y1 - 2006/5/25

N2 - The redox potentials of a highly constrained [2]rotaxane have been measured and used to model the energy of the HOMO of tetrathiafulvalene-based bistable [2]rotaxanes in their two co-conformationally isomeric states. Restrained from co-conformational movements, the measured oxidation and reduction potentials provide insights into the orbital energies and electronic structure of a (monopyrrolo)tetrathiafulvalene unit when encircled by a tetracationic cyclobis(paraquat-p-phenylene) ring.

AB - The redox potentials of a highly constrained [2]rotaxane have been measured and used to model the energy of the HOMO of tetrathiafulvalene-based bistable [2]rotaxanes in their two co-conformationally isomeric states. Restrained from co-conformational movements, the measured oxidation and reduction potentials provide insights into the orbital energies and electronic structure of a (monopyrrolo)tetrathiafulvalene unit when encircled by a tetracationic cyclobis(paraquat-p-phenylene) ring.

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JO - Organic Letters

JF - Organic Letters

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ER -

Locking down the electronic structure of (monopyrrolo)tetrathiafulvalene in [2]rotaxanes

Abstract

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