Patrick T. Franke

ORCID: 0009-0000-2816-8778
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Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Asymmetric Synthesis and Catalysis
  • Catalytic C–H Functionalization Methods
  • Catalytic Alkyne Reactions
  • Synthetic Organic Chemistry Methods
  • Oxidative Organic Chemistry Reactions
  • Radical Photochemical Reactions
  • Catalytic Cross-Coupling Reactions
  • Chemical Synthesis and Analysis
  • Asymmetric Hydrogenation and Catalysis
  • Synthesis and Catalytic Reactions
  • Cyclopropane Reaction Mechanisms
  • Axial and Atropisomeric Chirality Synthesis
  • Sulfur-Based Synthesis Techniques
  • Rheology and Fluid Dynamics Studies
  • Chemical and Physical Properties in Aqueous Solutions
  • Enhanced Oil Recovery Techniques
  • Carbohydrate Chemistry and Synthesis
  • Multicomponent Synthesis of Heterocycles
  • Chemical synthesis and alkaloids
  • Extraction and Separation Processes
  • Chemical Synthesis and Characterization
  • Phase Equilibria and Thermodynamics
  • Heat and Mass Transfer in Porous Media

Paderborn University
2023

Covestro (Germany)
2022

Dorma (Germany)
2022

TU Dortmund University
2021

University of Toronto
2011-2013

Aarhus University
2007-2011

Danish National Research Foundation
2007-2008

What's the potential? An anodic oxidation/organocatalytic α-arylation of aldehydes using substituted electron-rich aromatic compounds has been developed. The method gives access to meta-substituted anilines and dihydrobenzofurans in good yields excellent enantioselectivity (see scheme; Pg=protecting group). This is an example a new concept combining organocatalysis with electrochemistry.

10.1002/anie.200904754 article EN Angewandte Chemie International Edition 2009-11-28

A multicatalytic, asymmetric cascade reaction sequence of α,β-unsaturated aldehydes with alkyne-tethered nucleophiles has been developed. Organocatalytic iminium–enamine catalysis combined Lewis acid alkyne activation gave cyclopentene carbaldehyde products in good yields and excellent stereoselectivities (see scheme). To highlight the potential sequence, a key structure for preparation fusicoccane diterpenoid analogue was synthesized. Detailed facts importance to specialist readers are...

10.1002/chem.200903405 article EN Chemistry - A European Journal 2010-01-14

A direct asymmetric one-pot synthesis of optically active 2,3-dihydropyrroles from propargylated malononitrile and N-Boc-protected (Boc = tert-butoxycarbonyl) imines is presented. The approach based on a bifunctional organocatalytic Mannich-type reaction subsequent gold-catalyzed alkyne hydroamination isomerization. compatibility both catalytic systems presented the overall transformation results in good yields (up to 70 %) with high selectivities (endo/exo > 10:1) enantioselectivities 88 %...

10.1002/chem.201001123 article EN Chemistry - A European Journal 2010-07-06

Organocatalysis can control both the chemo-, diastereo- and enantioselectivity in domino addition of 1,3-cycloalkanediones to α,β-unsaturated aldehydes providing optically active 3,4-dihydropyrans (see scheme) with excellent enantioselectivies good diastereoselectivities for a broad range aryl- aliphatic-substituted aldehydes. The were transformed various important derivatives.

10.1002/chem.200800850 article EN Chemistry - A European Journal 2008-06-05

Abstract An easy and simple one‐pot approach for the formation of optically active substituted 1,4‐dihydropyridines by using asymmetric organocatalysis is presented. The reaction α,β‐unsaturated aldehydes with β‐diketones or β‐ketoesters primary amines gives 2,3‐substituted in moderate yields enantioselectivities up to 95 % ee . It also demonstrated that can be used situ direct enantioselective reduction of, example, α‐ketoesters high enantioselectivity.

10.1002/asia.200700360 article EN Chemistry - An Asian Journal 2007-12-13

An elegant sequence: efficient method for the formation of octahydroacridines provides high yields and a level stereogenic control, displays great tolerance towards different aldehydes, anilines, nucleophiles (see scheme; TMS=trimethylsilyl; EWG=electron-withdrawing group). The use verifies an endo transition state in which π–π overlap aromatic rings plays important role reactivity selectivity.

10.1002/anie.201006608 article EN Angewandte Chemie International Edition 2011-01-05

Synthese mit Potenzial: Durch anodische Oxidation und organokatalytische α-Arylierung von Aldehyden elektronenreichen Aren sind meta-substituierte Aniline Dihydrobenzofurane in guten Ausbeuten hervorragenden Enantioselektivitäten zugänglich (siehe Schema; Pg=Schutzgruppe). Dieses neue Konzept verbindet Organokatalyse Elektrochemie. Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents peer-reviewed, but not copy-edited or typeset. They...

10.1002/ange.200904754 article EN Angewandte Chemie 2009-11-28

Abstract While desymmetrizations by intermolecular asymmetric ring‐opening reactions of oxabicyclic alkenes with various nucleophiles have been reported over the past two decades, demonstration an intramolecular variant is unknown. Reported herein first rhodium‐catalyzed cycloisomerization meso ‐oxabicyclic tethered to bridgehead nucleophiles, thus providing access tricyclic scaffolds through a myriad enantioselective C−O, C−N, and C−C bond formations. Moreover, we also demonstrate unique...

10.1002/anie.201604937 article EN Angewandte Chemie International Edition 2016-07-15

A short and highly modular three-step synthesis of a new class substituted naphthothiophenes has been developed exploiting Pd-catalyzed tandem direct arylation/Suzuki coupling transformation as the key step.

10.1021/ol201585a article EN Organic Letters 2011-07-27

Elegante Sequenz: Eine effiziente Methode für die Bildung von Octahydroacridinen liefert hohe Ausbeuten und Stereoselektivitäten kann auf ein breites Spektrum Aldehyden, Anilinen Nucleophilen angewendet werden (siehe Schema; TMS=Trimethylsilyl; EWG=elektronenziehende Gruppe). Die Anwendung verschiedener Nucleophile offenbart einen endo-Übergangszustand, in dem eine π-π-Überlappung der aromatischen Ringe wichtige Rolle Reaktivität Selektivität spielt. Detailed facts of importance to...

10.1002/ange.201006608 article EN Angewandte Chemie 2011-01-05

Highly stereoselective one-pot syntheses of various optically active N-heterocyclic bicycles have been developed. The protocols are based on an organocatalytic, asymmetric Michael addition followed by a condensation/cycloaddition sequence to furnish aziridine carbonyls, β-lactams, or octahydrobenzo[c]isoxazoles depending the reaction conditions and applied nucleophiles.

10.1002/chem.201100233 article EN Chemistry - A European Journal 2011-03-04

In this work the solubility of 15 amino acids and 18 peptides in aqueous 2-propanol solutions was successfully modelled using PC-SAFT that used recently determined experimental melting properties as input data.

10.1039/d1cp00005e article EN cc-by Physical Chemistry Chemical Physics 2021-01-01

Abstract Herein we describe a rhodium‐catalyzed enantioselective isomerization of meso‐oxabicyclic alkenes to 1,2‐naphthalene oxides. These potentially useful building blocks can be accessed in moderate excellent yields with impressive enantioselectivities. Additionally, experimental findings supported by preliminary computations suggest that ring‐opening reactions bridgehead disubstituted oxabicyclic proceed through the intermediacy these epoxides and may point kinetically thermodynamically...

10.1002/anie.201700632 article EN Angewandte Chemie International Edition 2017-03-20

Abstract While desymmetrizations by intermolecular asymmetric ring‐opening reactions of oxabicyclic alkenes with various nucleophiles have been reported over the past two decades, demonstration an intramolecular variant is unknown. Reported herein first rhodium‐catalyzed cycloisomerization meso ‐oxabicyclic tethered to bridgehead nucleophiles, thus providing access tricyclic scaffolds through a myriad enantioselective C−O, C−N, and C−C bond formations. Moreover, we also demonstrate unique...

10.1002/ange.201604937 article EN Angewandte Chemie 2016-07-15

Abstract Sandwich packings represent new separation column internals, with a potential to intensify mass transfer. They comprise two conventional structured different specific geometrical surface areas. In this work, the complex fluid dynamics in sandwich is modeled using novel approach based on one-dimensional, steady momentum balance of liquid and gas phases. The interactions between three present phases (gas, liquid, solid) are considered by closures incorporated into balance. formulation...

10.1515/cppm-2023-0054 article EN Chemical Product and Process Modeling 2023-09-19

Abstract Herein we describe a rhodium‐catalyzed enantioselective isomerization of meso‐oxabicyclic alkenes to 1,2‐naphthalene oxides. These potentially useful building blocks can be accessed in moderate excellent yields with impressive enantioselectivities. Additionally, experimental findings supported by preliminary computations suggest that ring‐opening reactions bridgehead disubstituted oxabicyclic proceed through the intermediacy these epoxides and may point kinetically thermodynamically...

10.1002/ange.201700632 article EN Angewandte Chemie 2017-03-20

A new concept, combining organocatalysis with electrochemistry, is demonstrated by the authors on direct intermolecular α-arylation of aldehydes using N-tosyl-4-aminophenol (1). The reaction was carried out in an undivided cell acetonitrile-water (1:1) as solvent. In presence 10 mol% catalyst, corresponding meta-arylated anilines or dihydrobenzofurans 3 can be obtained good yields (69-87%) high stereoselectivity (up to er = 98:2).

10.1055/s-0029-1219134 article EN Synfacts 2010-01-21

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at glance that was extracted from about 100 leading journals. To access of an article which published elsewhere, please select “Full Text” option. The original trackable via the “References”

10.1002/chin.201024056 article EN ChemInform 2010-05-20

Abstract The Pd‐catalyzed cyclization of gem‐dibromoolefins type (I) is described to synthesize novel benzo[c]carbazoles derivatives (II).

10.1002/chin.201341129 article EN ChemInform 2013-09-19
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