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3 article(s) from Zeller, Matthias

Synthesis and characterization of fluorinated azadipyrromethene complexes as acceptors for organic photovoltaics

Forrest S. Etheridge,
Roshan J. Fernando,
Sandra Pejić,
Matthias Zeller and
Geneviève Sauvé

Beilstein J. Org. Chem. 2016, 12, 1925–1938, doi:10.3762/bjoc.12.182

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Figure 1: a) Azadipyrromethene ligand labeling positioning; b and c) chelates; d) estimated HOMO/LUMO energy ...

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Figure 2: Chemical structures of the fluorinated ADP derivatives of WS3 explored in the study.

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Scheme 1: Generic synthetic scheme for fluorinated free ligands, where L# corresponds to the desired ligand n...

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Scheme 2: Generic chelation scheme yielding WS3-based BF₂⁺ and zinc(II) complexes.

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Figure 3: TGA spectra for the zinc(II) complexes.

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Figure 4: Molar absorptivities in chloroform solutions of a) zinc(II) chelates b) BF₂⁺ chelates.

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Figure 5: Normalized absorbance from spun-coat chloroform solution on microscope glass of a) zinc(II) chelate...

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Figure 6: Cyclic voltamograms of zinc(II) chelates in 0.1 M TBAPF₆ dichloromethane solution with Fc/Fc⁺ as an...

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Figure 7: Cyclic voltamograms of BF₂⁺ chelates in 0.1 M TBAPF₆ dichloromethane solution with Fc/Fc⁺ as an int...

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Figure 8: Estimated HOMO and LUMO energy levels obtained by cyclic voltammetry from the E_1/2 values in dichlo...

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Figure 9: ORTEP drawing of Zn(L2)₂ with ellipsoids drawn at the 50% probability level and a partial labeling ...

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Figure 10: ORTEP drawing of Zn(L2)₂ with ellipsoids drawn at the 50% probability level and a partial labeling ...

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Full Research Paper

Published 29 Aug 2016

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Tuning of tetrathiafulvalene properties: versatile synthesis of N-arylated monopyrrolotetrathiafulvalenes via Ullmann-type coupling reactions

Vladimir A. Azov,
Diana Janott,
Dirk Schlüter and
Matthias Zeller

Beilstein J. Org. Chem. 2015, 11, 860–868, doi:10.3762/bjoc.11.96

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Figure 1: Molecular structures of tetrathiafulvalenes 1, bis-pyrrolotetrathiafulvalenes 2 and monopyrrolotetr...

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Scheme 1: The two synthetic approaches used for the preparation of arylated monopyrrolotetrathiafulvalenes 1.

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Scheme 2: Synthesis of arylated monopyrrolotetrathiafulvalenes 4a–f.

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Figure 2: Copper(I) ligands 9a and 9b.

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Figure 3: UV–vis spectra of compounds 4a,c–f (CH₂Cl₂, c = 4 × 10⁻⁵ M).

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Figure 4: Cyclic voltammograms of compounds 4a,c [22] and 4d–f (plotted vs SCE; CH₂Cl₂/0.1 M Bu₄NClO₄).

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Figure 5: Crystal packing of 4a viewed along the a axis and showing one layer of molecules. Short S···S conta...

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Figure 6: Crystal packing of 4b showing a group of four molecules interconnected by multiple weak hydrogen bo...

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Figure 7: Crystal packing of 4d viewed along the b axis. Molecules of 4d form layers parallel to the (001) pl...

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Figure 8: Crystal packing of 4e showing a group of four molecules interconnected by multiple weak hydrogen bo...

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Published 21 May 2015

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Sequential Diels–Alder/[3,3]-sigmatropic rearrangement reactions of β-nitrostyrene with 3-methyl-1,3-pentadiene

Peter A. Wade,
Alma Pipic,
Matthias Zeller and
Panagiota Tsetsakos

Beilstein J. Org. Chem. 2013, 9, 2137–2146, doi:10.3762/bjoc.9.251

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Scheme 1: Reaction intermediates, resulting products, and model cations.

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Scheme 2: Sn(IV)-catalyzed isomerization of nitronic esters.

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Scheme 3: Thermal rearrangement of nitronic esters 2 and 3.

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Scheme 4: Thermal rearrangement of nitronic esters 21a, 21b and 22b.

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Scheme 5: Thermal reactions of nitronic esters 5, 7, and 26a–d.

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Scheme 6: General transition state for the [3,3]-sigmatropic rearrangement of O-allyl nitronic esters.

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Scheme 7: Thermal rearrangement of nitronic ester 30.

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Published 17 Oct 2013

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