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4 article(s) from Haberhauer, Gebhard

Dirhamnolipid ester – formation of reverse wormlike micelles in a binary (primerless) system

David Liese,
Hans Henning Wenk,
Xin Lu,
Jochen Kleinen and
Gebhard Haberhauer

Beilstein J. Org. Chem. 2020, 16, 2820–2830, doi:10.3762/bjoc.16.232

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Figure 1: Chemical structure of dirhamnolipid 1.

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Scheme 1: Synthesis of the dirhamnolipid esters and the chemical structure of 7.

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Figure 2: Solubility of the dirhamnolipid esters in various solvents (+ = soluble, − = insoluble, G = gel).

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Figure 3: Phase transition temperature for the dirhamnolipid esters in toluene while heating (T_GS, blue) and ...

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Figure 4: Amplitude sweep: double logarithmic plot of the dynamic moduli against the amplitude (deformation) ...

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Figure 5: Frequency sweep: double logarithmic plot of the dynamic moduli against the frequency for the dirham...

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Figure 6: Double logarithmic plot of (a) the plateau modulus G₀ and (b) the relaxation time τ_R against the co...

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Figure 7: Semilogarithmic plot of (a) G₀/G''_min, (b) η₀, and (c) τ_R against the inverse absolute temperature ...

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Figure 8: Polarized optical microscopy (POM) images of the 2/toluene system (5 wt %) with crossed polarizers ...

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Figure 9: Schematic representation of the formation of RWLM by dirhamnolipid esters.

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Published 19 Nov 2020

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An azobenzene container showing a definite folding – synthesis and structural investigation

Abdulselam Adam,
Saber Mehrparvar and
Gebhard Haberhauer

Beilstein J. Org. Chem. 2019, 15, 1534–1544, doi:10.3762/bjoc.15.156

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Figure 1: Some examples for artificial C₂- and C₃-symmetric platforms based on Lissoclinum cyclopeptide alkal...

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Figure 2: a) Principle of a chiral foldable platform and container based on Lissoclinum cyclopeptide alkaloid...

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Scheme 1: Synthesis of the chiral foldable container 10. Reaction conditions: i) FDPP, iPr₂NEt, CH₃CN, 90%; i...

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Figure 3: Molecular structures of trans,trans-10 (left), cis,trans-10 (middle) and cis,cis-10 (right) calcula...

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Figure 4: UV spectra of the foldable container 10 in acetonitrile after synthesis (blue), after irradiation w...

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Figure 5: Section from the ¹H NMR spectra of the foldable container 10 in MeOD at 600 MHz: a) after synthesis...

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Figure 6: HPLC spectra (ReproSil Phenyl, 5 μm, 250 × 8 mm; methanol) of trans,trans-10 (blue), cis,trans-10 (...

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Figure 7: CD spectra of trans,trans-10 (blue), cis,trans-10 (green), and cis,cis-10 (red) in methanol (c = 3....

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Figure 8: DOSY NMR spectra (500 MHz in MeOD at 25 °C) of the foldable container 10 after synthesis (left) and...

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Published 10 Jul 2019

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Toward unidirectional switches: 2-(2-Hydroxyphenyl)pyridine and 2-(2-methoxyphenyl)pyridine derivatives as pH-triggered pivots

Christina Tepper and
Gebhard Haberhauer

Beilstein J. Org. Chem. 2012, 8, 977–985, doi:10.3762/bjoc.8.110

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Scheme 1: Principle of the switching mechanism of 2-(2-hydroxyphenyl)pyridine (2) and 2-(2-methoxyphenyl)pyri...

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Figure 1: (a) Calculated energy profiles of the pyridine derivatives 1 (blue) and 2 (red) in relation to the ...

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Scheme 2: Principle of the switching mechanism of 2-(2-hydroxyphenyl)-3-methylpyridine (6) and 2-(2-methoxyph...

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Figure 2: (a) Calculated energy profiles of the 3-methylpyridine derivatives 5 (blue) and 6 (red) in relation...

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Figure 3: UV spectral change of phenolate 5 (blue) in dichloromethane (c = 5.6 × 10⁻⁵ M) at 20 °C upon additi...

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Figure 4: UV spectral change of 3-methylpyridine 7 (blue) in dichloromethane (c = 5.6 × 10^–5 M) at 20 °C upon...

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Figure 5: HOMO (left) and LUMO (right) of the 3-methylpyridine 7 calculated by using B3LYP/6-31G*.

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Scheme 3: Synthesis of the methoxyphenylpyridine switch 10 and the hydroxypyridine switch 12; reaction condit...

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Figure 6: (a) CD spectral change of pyridine switch 13 (blue) in dichloromethane (c = 5.6 × 10^–5 M) at 20 °C ...

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Figure 7: (a) CD spectral change of pyridine switch 10 (blue) in dichloromethane (c = 5.6 × 10^–5 M) at 20 °C ...

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Published 29 Jun 2012

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An enantiomerically pure siderophore type ligand for the diastereoselective 1 : 1 complexation of lanthanide(III) ions

Markus Albrecht,
Olga Osetska,
Thomas Abel,
Gebhard Haberhauer and
Eva Ziegler

Beilstein J. Org. Chem. 2009, 5, No. 78, doi:10.3762/bjoc.5.78

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Figure 1: Structural formula of the siderophore enterobactine.

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Scheme 1: Preparation of the compound 1a-H₃ by utilization of a multiple Claisen-rearrangement.

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Figure 2: ¹H NMR spectra (300 MHz, CDCl₃) of the ether compound 4 (top) and the ligand 1a-H₃ (bottom).

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Figure 3: Positive ESI MS of [(1a)La] in chloroform showing the peaks of {K[(1a)La]}⁺ (m/z = 1600.8) as well ...

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Figure 4: CD and UV absorption titration curves for complexation of ligand 1a-H₃ with lanthanum(III)nitrate h...

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Figure 5: Titration curve observed for ligand 1a-H₃ upon addition of lanthanum(III) nitrate hexahydrate.

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Figure 6: Molecular structures of the Λ2 (left) and Δ2 (right) isomers of complex 1b·La calculated by using B...

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Figure 7: UV and CD spectra of the complex (Λ)-1·La. Blue and violet curve: experimentally determined spectra...

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Published 11 Dec 2009

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