Dr. rer. nat. Michael Pätzel
Profil
Forschungsthemen4
Durchführung und Bewertung von Spezialsynthesen für zehn Modellsubstanzen
Quelle ↗Zeitraum: 02/2006 - 12/2006 Projektleitung: Dr. rer. nat. Michael Pätzel
Herstellung heterocycl. Stickstoffverbindungen
Quelle ↗Zeitraum: 05/2007 - 12/2007 Projektleitung: Dr. rer. nat. Michael Pätzel
Synthesen von Modellsubstanzen (Nitrifikationsinhibitoren))
Quelle ↗Förderer: Wirtschaftsunternehmen / gewerbliche Wirtschaft Zeitraum: 02/2005 - 12/2006 Projektleitung: Dr. rer. nat. Michael Pätzel
Untersuchungen von Reaktionsproben
Quelle ↗Förderer: Wirtschaftsunternehmen / gewerbliche Wirtschaft Zeitraum: 05/2008 - 01/2009 Projektleitung: Dr. rer. nat. Michael Pätzel
Mögliche Industrie-Partner10
Stand: 26.4.2026, 19:48:44 (Top-K=20, Min-Cosine=0.4)
- 43 Treffer60.6%
- Interfaces in opto-electronic thin film multilayer devicesP60.6%
- Interfaces in opto-electronic thin film multilayer devices
- 34 Treffer60.0%
- Integrated Self-Assembled SWITCHable Systems and Materials: Towards Responsive Organic Electronics – A Multi-Site Innovative Training Action (iSwitch)P60.0%
- Integrated Self-Assembled SWITCHable Systems and Materials: Towards Responsive Organic Electronics – A Multi-Site Innovative Training Action (iSwitch)
- 66 Treffer60.0%
- Integrated Self-Assembled SWITCHable Systems and Materials: Towards Responsive Organic Electronics – A Multi-Site Innovative Training Action (iSwitch)P60.0%
- EU: Bottom-Up Generation of atomicalLy Precise syntheTIc 2D MATerials for High Performance in Energy and Electronic Applications – A Multi-Site Innovative Training Action (ULTIMATE)P52.9%
- Integrated Self-Assembled SWITCHable Systems and Materials: Towards Responsive Organic Electronics – A Multi-Site Innovative Training Action (iSwitch)
- 36 Treffer60.0%
- Integrated Self-Assembled SWITCHable Systems and Materials: Towards Responsive Organic Electronics – A Multi-Site Innovative Training Action (iSwitch)P60.0%
- SIB-DE_Forschung - Sodium-Ion-Battery Deutschland (SIB:DE Initiative) - Eignung der Natrium-Ionen-Technologie für die europäische Energie- und MobilitätswendeP47.0%
- Integrated Self-Assembled SWITCHable Systems and Materials: Towards Responsive Organic Electronics – A Multi-Site Innovative Training Action (iSwitch)
- 58 Treffer57.0%
- EU: Hybrid Organic/Inorganic Memory Elements for Integration of Electronic and Photonic Circuitry (HYMEC)P57.0%
- EU: Hybrid Organic/Inorganic Memory Elements for Integration of Electronic and Photonic Circuitry (HYMEC)
- 7 Treffer55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)P55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)
- 7 Treffer55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)P55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)
- 6 Treffer55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)P55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)
- 7 Treffer55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)P55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)
- 6 Treffer55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)P55.5%
- EU: Printed Logic for Applications of Screen Matrix Activation (PLASMAS)
Publikationen25
Top 25 nach Zitationen — Quelle: OpenAlex (BAAI/bge-m3 embedded für Matching).
Journal of the American Chemical Society · 383 Zitationen · DOI
When applying photochromic switches as functional units in light-responsive materials or devices, an often disregarded yet crucial property is their resistance to fatigue during photoisomerization. In the large family of diarylethene photoswitches, formation of an annulated isomer as a byproduct of the photochromic reaction turns out to prevent the desired high reversibility for many different derivatives. To overcome this general problem, we have synthesized and thoroughly investigated the fatigue behavior of a series of diarylethenes, varying the nature of the hetaryl moieties, the bridging units, and the substituents. By analysis of photokinetic data, a quantification of the tendency for byproduct formation in terms of quantum yields could be achieved, and a strong dependency on the electronic properties of the substituents was observed. In particular, substitution with 3,5-bis(trifluoromethyl)phenyl or 3,5-bis(pentafluorosulfanyl)phenyl groups strongly suppresses the byproduct formation and opens up a general strategy to construct highly fatigue-resistant diarylethene photochromic systems with a large structural flexibility.
Optically switchable transistor via energy-level phototuning in a bicomponent organic semiconductor
2012Nature Chemistry · 247 Zitationen · DOI
Advanced Functional Materials · 205 Zitationen · DOI
Zinc oxide (ZnO) is regarded as a promising alternative material for transparent conductive electrodes in optoelectronic devices. However, ZnO suffers from poor chemical stability. ZnO also has a moderate work function (WF), which results in substantial charge injection barriers into common (organic) semiconductors that constitute the active layer in a device. Controlling and tuning the ZnO WF is therefore necessary but challenging. Here, a variety of phosphonic acid based self‐assembled monolayers (SAMs) deposited on ZnO surfaces are investigated. It is demonstrated that they allow the tuning the WF over a wide range of more than 1.5 eV, thus enabling the use of ZnO as both the hole‐injecting and electron‐injecting contact. The modified ZnO surfaces are characterized using a number of complementary techniques, demonstrating that the preparation protocol yields dense, well‐defined molecular monolayers.
Nature Nanotechnology · 183 Zitationen · DOI
Tetrahedron · 103 Zitationen · DOI
Angewandte Chemie International Edition · 77 Zitationen · DOI
Synchrotron radiation was required for high-resolution diffraction experiments to determine the electron density and analyze the topology of a new [1.1.1]propellane derivative. A bond path with a bond critical point of significant electron density was found between the “inverted” bridgehead atoms C4⋅⋅⋅C4a (see picture), which is characteristic for a covalent bond; however, no charge accumulation at the bond critical point was seen.
Tetrahedron Letters · 77 Zitationen · DOI
Chemical Science · 62 Zitationen · DOI
The photochemistry as well as electrochemistry of novel donor–acceptor bis(morpholinothiazolyl)–maleimides has been investigated. Proper substitution of these diarylethene-type molecular switches leads to the unique situation in which their ring-closure can only be accomplished electrochemically, while ring-opening can only be achieved photochemically. Hence, these switches operate with orthogonal stimuli, i.e. redox potential and light, respectively. The switch system could be optimized by introducing trifluoromethyl groups at the reactive carbon atoms in order to avoid by-product formation during oxidative ring closure. Both photochemical and electrochemical pathways were investigated for methylated, trifluoromethylated, and nonsymmetrical bis(morpholinothiazolyl)maleimides as well as the bis(morpholinothiazolyl)cyclopentene reference compound. With the aid of the nonsymmetrical “mixed” derivative, the mechanism of electrochemically driven ring closure could be elucidated and seems to proceed via a dicationic intermediate generated by two-fold oxidation. All experimental work has been complemented by density functional theory that provides detailed insights into the thermodynamics of the ring-open and closed forms, the nature of their excited states, and the reactivity of their neutral as well as ionized species in different electronic configurations. The particular diarylethene systems described herein could serve in multifunctional (logic) devices operated by different stimuli (inputs) and may pave the way to converting light into electrical energy via photoinduced “pumping” of redox-active meta-stable states.
Tetrahedron · 60 Zitationen · DOI
Sterically Crowding the Bridge of Dithienylcyclopentenes for Enhanced Photoswitching Performance
2012Chemistry - A European Journal · 54 Zitationen · DOI
Better switching: The introduction of bulky substituents into the bridge moiety of dithienylethenes led to derivatives exhibiting high photocyclization quantum yields. This novel and versatile form of substitution facilitated tuning of the switching performance without compromising on the optical and redox properties of the ring-open and ring-closed forms (see scheme).
Chemistry - A European Journal · 50 Zitationen · DOI
Among bistable photochromic molecules, diarylethenes (DAEs) possess the distinct feature that upon photoisomerization they undergo a large modulation of their π-electronic system, accompanied by a marked shift of the HOMO/LUMO energies and hence oxidation/reduction potentials. The electronic modulation can be utilized to remote-control charge- as well as energy-transfer processes and it can be transduced to functional entities adjacent to the DAE core, thereby regulating their properties. In order to exploit such photoswitchable systems it is important to precisely adjust the absolute position of their HOMO and LUMO levels and to maximize the extent of the photoinduced shifts of these energy levels. Here, we present a comprehensive study detailing how variation of the substitution pattern of DAE compounds, in particular using strongly electron-accepting and chemically stable trifluoromethyl groups either in the periphery or at the reactive carbon atoms, allows for the precise tuning of frontier molecular orbital levels over a broad energy range and the generation of photoinduced shifts of more than 1 eV. Furthermore, the effect of different DAE architectures on the transduction of these shifts to an adjacent functional group is discussed. Whereas substitution in the periphery of the DAE motif has only minor implications on the photochemistry, trifluoromethylation at the reactive carbon atoms strongly disturbs the isomerization efficiency. However, this can be overcome by using a nonsymmetrical substitution pattern or by combination with donor groups, rendering the resulting photoswitches attractive candidates for the construction of remote-controlled functional systems.
Chemical Communications · 45 Zitationen · DOI
Photochromic bis(thiazol-4-yl)maleimides, displaying enhanced binding affinity to complementary melamine receptors in their ring-closed switching state, have been developed and could pave the way to light-responsive supramolecular assemblies.
Bulletin des Sociétés Chimiques Belges · 40 Zitationen · DOI
Abstract The 1,3‐dipolar cycloaddition of allyl halides with chiral nitrile oxides, derived from glyceraldehyde derivatives, affords ca. 1:1‐mixtures of C5‐epimeric isoxazolines. The diastereomers can be separated on a preparative scale by MPLC; the configurations at C5 are established by chemical correlation/X‐ray analysis initially, and then routinely, based on consistent, large differences of respective specific rotations. – An unexpected finding, which turned out to be the key to efficient transformation of 5‐halomethyl‐isoxazolines into hydroxy‐pyrrolidines, is that highly stereoselective catalytic hydrogenations are feasible with proper combination of both 3‐ and 5‐side chain structures and the catalyst system. – This (C 3 + C n )‐approach is extended to include dihydroxy‐pyrrolidines, i. e. 1,4‐iminopolyols, and further 1,5‐iminopolyols and bicyclic 1,5,8‐iminopolyols. The substrates for the latter hydrogenation/cyclization are derived from optically active furoisoxazolines. – Some of the new iminopolyols show strong inhibition of glucosidases.
Tetrahedron Letters · 36 Zitationen · DOI
ACS Applied Materials & Interfaces · 35 Zitationen · DOI
We used aromatic phosphonates with substituted phenyl rings with different molecular dipole moments to form self-assembled monolayers (SAMs) on the Zn-terminated ZnO(0001) surface in order to engineer the energy-level alignment at hybrid inorganic/organic semiconductor interfaces, with an oligophenylene as organic component. The work function of ZnO was tuned over a wide range of more than 1.7 eV by different SAMs. The difference in the morphology and polarity of the SAM-modified ZnO surfaces led to different oligophenylene orientation, which resulted in an orientation-dependent ionization energy that varied by 0.7 eV. The interplay of SAM-induced work function modification and oligophenylene orientation changes allowed tuning of the offsets between the molecular frontier energy levels and the semiconductor band edges over a wide range. Our results demonstrate the versatile use of appropriate SAMs to tune the energy levels of ZnO-based hybrid semiconductor heterojunctions, which is important to optimize its function, e.g., targeting either interfacial energy- or charge-transfer.
Journal of Biological Chemistry · 33 Zitationen · DOI
The Ca2+/calmodulin-dependent protein phosphatase calcineurin is a key mediator in antigen-specific T cell activation. Thus, inhibitors of calcineurin, such as cyclosporin A or FK506, can block T cell activation and are used as immunosuppressive drugs to prevent graft-versus-host reactions and autoimmune diseases. In this study we describe the identification of 2,6- diaryl-substituted pyrimidine derivatives as a new class of calcineurin inhibitors, obtained by screening of a substance library. By rational design of the parent compound we have attained the derivative 6-(3,4-dichloro-phenyl)-4-(N,N-dimethylaminoethylthio)-2-phenyl-pyrimidine (CN585) that noncompetitively and reversibly inhibits calcineurin activity with a K(i) value of 3.8 mum. This derivative specifically inhibits calcineurin without affecting other Ser/Thr protein phosphatases or peptidyl prolyl cis/trans isomerases. CN585 shows potent immunosuppressive effects by inhibiting NFAT nuclear translocation and transactivation, cytokine production, and T cell proliferation. Moreover, the calcineurin inhibitor exhibits no cytotoxicity in the effective concentration range. Therefore, calcineurin inhibition by CN585 may represent a novel promising strategy for immune intervention.
Tetrahedron · 32 Zitationen · DOI
Angewandte Chemie · 31 Zitationen · DOI
Ein hochaufgelöstes Synchrotron-Beugungsexperiment ermöglichte die Bestimmung der Elektronendichte eines [1.1.1]Propellanderivates und die Analyse ihrer Topologie. Es wurde ein Bindungspfad mit einem bindungskritischen Punkt von signifikanter Elektronendichte zwischen den „invertierten“ Brückenkopfatomen C4⋅⋅⋅C4a (siehe Bild) gefunden, was charakteristisch für eine kovalente Bindung ist; dagegen wurde am bindungskritischen Punkt keine Ladungskonzentration festgestellt.
European Journal of Organic Chemistry · 31 Zitationen · DOI
Abstract We have developed an efficient synthesis of derivatives of 3‐aminobicyclo[1.1.1]pentane‐1‐carboxylic acid ( 7 , 8 , 9 , and 10 ) starting from [1.1.1]propellane ( 3 ). These rigid analogues of γ‐aminobutyric acid have been incorporated into linear and cyclic peptides using solution chemistry and solid‐phase techniques. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
Tetrahedron Letters · 30 Zitationen · DOI
Organic & Biomolecular Chemistry · 26 Zitationen · DOI
The synthesis of the lipophilic chiral amino acid 1 bearing the bicyclo[1.1.1]pentane moiety is described. Linear and cyclic hexapeptides of the type Arg-Arg-Xaa-Yaa-Arg-Phe containing 1 instead of one or two tryptophan residues are prepared by solid phase peptide synthesis and the antimicrobial and hemolytic activity of the peptides obtained are discussed.
European Journal of Immunology · 24 Zitationen · DOI
Dephosphorylation of NFAT by the Ca(2+)-calmodulin-dependent Ser/Thr protein phosphatase calcineurin is a bottleneck of T cell receptor-dependent activation of T cells. In dimeric complexes with immunophilins, the immunosuppressants cyclosporine A (CsA) and tacrolimus (FK506) block this process by inhibition of the enzymatic activity of calcineurin. We have identified the pyrazolopyrimidine compound NCI3 as a novel inhibitor of calcineurin-NFAT signaling. Similar to CsA and FK506, NCI3 inhibits dephosphorylation and nuclear translocation of NFAT, IL-2 production and proliferation of stimulated human primary T cells with IC(50) values from 2 to 4.5 microM. However, contrary to CsA and FK506, NCI3 neither blocks calcineurin;s phosphatase activity nor requires immunophilins for inhibiting NFAT activation. Our data suggest that NCI3 binds to calcineurin and causes an allosteric change interfering with NFAT dephosphorylation in vivo but not in vitro. NCI3 acts not only on the endogenous calcineurin but also on a C-terminally truncated, constitutively active version of calcineurin. The novel inhibitor described herein will be useful in better defining the cellular regulation of calcineurin activation and may serve as a lead for the development of a new type of immunosuppressants acting not by direct inhibition of the calcineurin phosphatase activity.
Enantiomerically pure isoxazolines by stereoselective 1,3-dipolar cycloaddition of silyl nitronates
1996Tetrahedron Asymmetry · 24 Zitationen · DOI
Tetrahedron · 24 Zitationen · DOI
Synthesis · 24 Zitationen · DOI
Cyclic 1,3-dicarbonyl heteroanalogs and their 2-aza-derivatives with one heteroatom being connected to 1-, 2-, or 3-position via an alkyl or heteroalkyl bridge can react with bifunctional reagents by a special type of ring transformation. In this process a heterocycle is formed while the substitution of the bridged heteroatom causes cleavage of the starting ring giving an ω-functionalized alkyl chain. Thus, this ring transformation opens up a convenient and versatile access to ω-functionalized alkylheterocycles.
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Identität, Organisation und Kontakt aus HU-FIS.
- Name
- Dr. rer. nat. Michael Pätzel
- Titel
- Dr. rer. nat.
- Fakultät
- Mathematisch-Naturwissenschaftliche Fakultät
- Institut
- Institut für Chemie
- Arbeitsgruppe
- Organische Chemie und Funktionale Materialien
- Telefon
- +49 30 2093-7190
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- 26.4.2026, 01:10:09