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2 article(s) from Nielsen, Mogens Brøndsted

Multi-redox indenofluorene chromophores incorporating dithiafulvene donor and ene/enediyne acceptor units

Christina Schøttler,
Kasper Lund-Rasmussen,
Line Broløs,
Philip Vinterberg,
Ema Bazikova,
Viktor B. R. Pedersen and
Mogens Brøndsted Nielsen

Beilstein J. Org. Chem. 2024, 20, 59–73, doi:10.3762/bjoc.20.8

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Figure 1: Overview of structural motifs relevant for the work described herein.

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Figure 2: Dione/ketones 1, 4–6 and 1,3-dithiole-2-thione compounds 2, 3, 7, and 8 are building blocks used in...

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Scheme 1: Synthesis of IF-DTF ketones 9–12 and dimer 13.

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Scheme 2: Further functionalization of the IF-DTF ketone 11 via Ramirez/Corey–Fuchs dibromo-olefination and K...

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Scheme 3: Coupling of 1,3-dithiole-2-thione building blocks 2 and 3 with fluorenone 5 to afford fluorene-exte...

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Scheme 4: Synthesis of acetylenic scaffolds based on IF-DTF. Conditions: (a) Pd(PPh₃)₂Cl₂, CuI, THF, Et₃N, rt...

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Scheme 5: Synthesis of acetylenic scaffolds with IF as central core. *Not fully characterized due to poor sol...

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Scheme 6: Reduction of IF dione 1 to dihydro-IF 29.

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Figure 3: UV–vis absorption spectra of compounds 4, 9–12, and 15 in PhMe at 25 °C.

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Figure 4: UV–vis absorption spectra of compounds 13, 16, 17, and 30 in CH₂Cl₂ at 25 °C.

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Figure 5: UV–vis absorption spectra of compounds 22, 23, 26, and 27 in CH₂Cl₂ at 25 °C.

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Figure 6: Cyclic voltammograms of compounds 11 (in MeCN), 13 (in CH₂Cl₂), 15 (in MeCN), 16 (in CH₂Cl₂), and 17...

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Figure 7: Comparison of properties of compounds 13 and 17.

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Figure 8: Cyclic voltammograms of compounds 22, 23, 26, and 27 in CH₂Cl₂; supporting electrolyte: 0.1 M Bu₄NPF...

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Figure 9: Radical anion (left), dianion (middle), and radical cation (right) of compound 23; the radical anio...

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Figure 10: ORTEP plots (50% probability) and crystal packing of compounds a) 25, b) 26, and c) 29. The respect...

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Figure 11: Labels of bonds within five-membered ring.

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Published 15 Jan 2024

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Interactions between tetrathiafulvalene units in dimeric structures – the influence of cyclic cores

Huixin Jiang,
Virginia Mazzanti,
Christian R. Parker,
Søren Lindbæk Broman,
Jens Heide Wallberg,
Karol Lušpai,
Adam Brincko,
Henrik G. Kjaergaard,
Anders Kadziola,
Peter Rapta,
Ole Hammerich and
Mogens Brøndsted Nielsen

Beilstein J. Org. Chem. 2015, 11, 930–948, doi:10.3762/bjoc.11.104

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Figure 1: TTF dimers with linearly or cross-conjugated bridging units, acyclic or cyclic bridging units.

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Scheme 1: Synthesis of TTF dimers with alkyne bridges. TMEDA = N,N,N’,N’-tetramethylethylenediamine. MS = mol...

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Scheme 2: Synthesis of TTF dimers with TEE and diethynylpyridine bridges.

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Scheme 3: Synthesis of TTF dimer with radiaannulene core.

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Figure 2: Molecular structure of 8 (top) and packing diagram (bottom). Crystals were grown from CH₂Cl₂/MeOH. ...

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Figure 3: Bond angles for the cyclic core of 8 (X-ray crystal structure data).

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Figure 4: Cyclic voltammograms obtained for the oxidation of compounds 1a ([10]), 2a ([10]), and 3b–8 (this work, ca....

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Figure 5: Selected bis-TTFs from literature [20-23].

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Figure 6: Cyclic voltammograms obtained for the reduction of compounds 1a, 2a, 6, and 8 in CH₂Cl₂ (0.1 M Bu₄N...

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Figure 7: One possible resonance form of the radical anion of 8 with a 14 π_z aromatic core.

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Scheme 4: Spin–spin interactions resulting from oxidation of TTFdimers.

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Figure 8: In situ EPR−UV–vis–NIR cyclic voltammetry of 2b (1 mM) (a) potential dependence of difference vis–N...

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Figure 9: In situ EPR−UV–vis–NIR cyclic voltammetry of 4 (0.4 mM): (a) potential dependence of difference vis...

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Figure 10: Vis–NIR spectral changes observed during anodic oxidation of each TTF unit to cation radical within...

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Figure 11: UV–vis–NIR absorptions of 1b (2.4 mM), 4 (3.5 mM), 5 (2.9 mM), and 8 (1.9 mM) in CH₂Cl₂ + 0.1 M Bu₄...

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Figure 12: In situ EPR−UV–vis–NIR cyclic voltammetry of 2b (1 mM) in the cathodic region: (a) potential depend...

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Published 02 Jun 2015

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