Fulvalene‐Based Polycyclic Aromatic Hydrocarbon Ladder‐Type Structures: Synthesis and Properties

Research output: Contribution to journalJournal articleResearchpeer-review

Standard

Fulvalene‐Based Polycyclic Aromatic Hydrocarbon Ladder‐Type Structures : Synthesis and Properties. / Bliksted Roug Pedersen, Viktor; Granhøj, Jeppe; Erbs Hillers‐bendtsen, Andreas; Kadziola, Anders; Mikkelsen, Kurt V.; Brøndsted Nielsen, Mogens.

In: Chemistry: A European Journal, Vol. 27, No. 32, 2021, p. 8315-8324.

Research output: Contribution to journalJournal articleResearchpeer-review

Harvard

Bliksted Roug Pedersen, V, Granhøj, J, Erbs Hillers‐bendtsen, A, Kadziola, A, Mikkelsen, KV & Brøndsted Nielsen, M 2021, 'Fulvalene‐Based Polycyclic Aromatic Hydrocarbon Ladder‐Type Structures: Synthesis and Properties', Chemistry: A European Journal, vol. 27, no. 32, pp. 8315-8324. https://doi.org/10.1002/chem.202100984

APA

Bliksted Roug Pedersen, V., Granhøj, J., Erbs Hillers‐bendtsen, A., Kadziola, A., Mikkelsen, K. V., & Brøndsted Nielsen, M. (2021). Fulvalene‐Based Polycyclic Aromatic Hydrocarbon Ladder‐Type Structures: Synthesis and Properties. Chemistry: A European Journal, 27(32), 8315-8324. https://doi.org/10.1002/chem.202100984

Vancouver

Bliksted Roug Pedersen V, Granhøj J, Erbs Hillers‐bendtsen A, Kadziola A, Mikkelsen KV, Brøndsted Nielsen M. Fulvalene‐Based Polycyclic Aromatic Hydrocarbon Ladder‐Type Structures: Synthesis and Properties. Chemistry: A European Journal. 2021;27(32):8315-8324. https://doi.org/10.1002/chem.202100984

Author

Bliksted Roug Pedersen, Viktor ; Granhøj, Jeppe ; Erbs Hillers‐bendtsen, Andreas ; Kadziola, Anders ; Mikkelsen, Kurt V. ; Brøndsted Nielsen, Mogens. / Fulvalene‐Based Polycyclic Aromatic Hydrocarbon Ladder‐Type Structures : Synthesis and Properties. In: Chemistry: A European Journal. 2021 ; Vol. 27, No. 32. pp. 8315-8324.

Bibtex

@article{ee8a94b73b7c471f97264a2d408872f9,
title = "Fulvalene‐Based Polycyclic Aromatic Hydrocarbon Ladder‐Type Structures: Synthesis and Properties",
abstract = "Polycyclic aromatic hydrocarbons (PAHs) have found strong interest for their electronic properties and as model systems for graphene. While PAHs have been studied intensively as single units, here PAHs were constructed in ladder-type arrangements using cross-conjugated fulvalene and dithiafulvalene motifs as connecting units and moving forward a convenient synthetic approach for dimerizing (thio)ketones into olefins by the action of Lawesson's reagent. Some of the PAHs can also be regarded as “super-extended” tetrathiafulvalenes (TTFs) with some of the largest cores ever explored, being multi-redox systems that exhibit both reversible oxidations and reductions. Concomitant absorption redshifts were observed when expanding the ladder-type structures from one to two to three indenofluorene units, and optical and electrochemical HOMO-LUMO gaps were found to correlate linearly. Various conformations (and solid-state packing arrangements) were studied by X-ray crystallography and computations.",
author = "{Bliksted Roug Pedersen}, Viktor and Jeppe Granh{\o}j and {Erbs Hillers‐bendtsen}, Andreas and Anders Kadziola and Mikkelsen, {Kurt V.} and {Br{\o}ndsted Nielsen}, Mogens",
year = "2021",
doi = "10.1002/chem.202100984",
language = "English",
volume = "27",
pages = "8315--8324",
journal = "Chemistry: A European Journal",
issn = "0947-6539",
publisher = "Wiley - V C H Verlag GmbH & Co. KGaA",
number = "32",

}

RIS

TY - JOUR

T1 - Fulvalene‐Based Polycyclic Aromatic Hydrocarbon Ladder‐Type Structures

T2 - Synthesis and Properties

AU - Bliksted Roug Pedersen, Viktor

AU - Granhøj, Jeppe

AU - Erbs Hillers‐bendtsen, Andreas

AU - Kadziola, Anders

AU - Mikkelsen, Kurt V.

AU - Brøndsted Nielsen, Mogens

PY - 2021

Y1 - 2021

N2 - Polycyclic aromatic hydrocarbons (PAHs) have found strong interest for their electronic properties and as model systems for graphene. While PAHs have been studied intensively as single units, here PAHs were constructed in ladder-type arrangements using cross-conjugated fulvalene and dithiafulvalene motifs as connecting units and moving forward a convenient synthetic approach for dimerizing (thio)ketones into olefins by the action of Lawesson's reagent. Some of the PAHs can also be regarded as “super-extended” tetrathiafulvalenes (TTFs) with some of the largest cores ever explored, being multi-redox systems that exhibit both reversible oxidations and reductions. Concomitant absorption redshifts were observed when expanding the ladder-type structures from one to two to three indenofluorene units, and optical and electrochemical HOMO-LUMO gaps were found to correlate linearly. Various conformations (and solid-state packing arrangements) were studied by X-ray crystallography and computations.

AB - Polycyclic aromatic hydrocarbons (PAHs) have found strong interest for their electronic properties and as model systems for graphene. While PAHs have been studied intensively as single units, here PAHs were constructed in ladder-type arrangements using cross-conjugated fulvalene and dithiafulvalene motifs as connecting units and moving forward a convenient synthetic approach for dimerizing (thio)ketones into olefins by the action of Lawesson's reagent. Some of the PAHs can also be regarded as “super-extended” tetrathiafulvalenes (TTFs) with some of the largest cores ever explored, being multi-redox systems that exhibit both reversible oxidations and reductions. Concomitant absorption redshifts were observed when expanding the ladder-type structures from one to two to three indenofluorene units, and optical and electrochemical HOMO-LUMO gaps were found to correlate linearly. Various conformations (and solid-state packing arrangements) were studied by X-ray crystallography and computations.

U2 - 10.1002/chem.202100984

DO - 10.1002/chem.202100984

M3 - Journal article

C2 - 33856724

VL - 27

SP - 8315

EP - 8324

JO - Chemistry: A European Journal

JF - Chemistry: A European Journal

SN - 0947-6539

IS - 32

ER -

ID: 269508773