Robert Madsen
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View article: Copper Photoredox‐Catalyzed Allylation of Imines with Allylic Bromides
Copper Photoredox‐Catalyzed Allylation of Imines with Allylic Bromides Open
A copper photocatalyzed procedure has been developed for the allylation of imines with allylic bromides by using the heteroleptic complex [Cu(neocuproine)(DPEphos)]PF 6 as the photocatalyst. The transformation takes place in the presence o…
View article: Photocatalyzed Carbon─Carbon Bond Formation Between Ethylene Glycol and Electron‐Deficient Olefins
Photocatalyzed Carbon─Carbon Bond Formation Between Ethylene Glycol and Electron‐Deficient Olefins Open
Ethylene glycol is produced on a very large industrial scale and is used for the preparation of polyesters and antifreeze formulations. Although the diol is mainly manufactured from fossil‐based resources, new commercial procedures from ca…
View article: Disaccharides as substrates and mechanistic probes for efficient carbohydrate conversion to formic acid in water near room temperature
Disaccharides as substrates and mechanistic probes for efficient carbohydrate conversion to formic acid in water near room temperature Open
Combining reaction tracking, isotope labeling, and quantitative analysis provides mechanistic clarity and improved strategies for biomass valorization aimed at hydrogen storage.
View article: Kinetic and Mechanistic Study of Aldose Conversion to Functionalized Furans in Aqueous Solutions
Kinetic and Mechanistic Study of Aldose Conversion to Functionalized Furans in Aqueous Solutions Open
Reaction mixtures of naturally abundant aldoses and CH nucleophiles allow for the formation of functionalized furan precursors using low temperatures and metal-free catalysis in aqueous solutions of dilute base catalysts. We employ in situ…
View article: Decatungstate‐Catalyzed Carbon‐Carbon Bond Formation Between Furfural and Electron‐Deficient Olefins
Decatungstate‐Catalyzed Carbon‐Carbon Bond Formation Between Furfural and Electron‐Deficient Olefins Open
Furfural is produced on a large commercial scale from lignocellulose and can be used for the preparation of several industrial chemicals with four to five carbon atoms. Further functionalization of furfural by C−H activation, however, is l…
View article: Photocatalyzed Carbon−Carbon Bond Formation Between Glycerol and Electron‐Deficient Olefins
Photocatalyzed Carbon−Carbon Bond Formation Between Glycerol and Electron‐Deficient Olefins Open
Glycerol is produced in large quantities as a co‐product in the manufacturing of biodiesel and has received relatively little attention as a substrate for carbon−carbon bond‐forming reactions. In this work, the photocatalyzed reaction betw…
View article: CCDC 2261609: Experimental Crystal Structure Determination
CCDC 2261609: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Synthesis, Stability, and Diels‐Alder Reactions of Methyl 2‐Oxobut‐3‐enoate
Synthesis, Stability, and Diels‐Alder Reactions of Methyl 2‐Oxobut‐3‐enoate Open
Methyl vinyl glycolate (MVG, methyl 2‐hydroxybut‐3‐enoate) is a new biobased platform chemical, which is available by degradation of carbohydrates. In the present work, the oxidation of MVG to methyl 2‐oxobut‐3‐enoate has been investigated…
View article: Feasibility Study of Replacing the R/V Robert Gordon Sproul with a Hybrid Vessel Employing Zero-emission Propulsion Technology
Feasibility Study of Replacing the R/V Robert Gordon Sproul with a Hybrid Vessel Employing Zero-emission Propulsion Technology Open
This project is a natural "follow-on" to the 2017 MARAD-funded project establishing the technical, regulatory, and economic feasibilities of a zero-emission hydrogen fuel-cell coastal research vessel named the Zero-V. In this follow-on pro…
View article: Synthesis of Glucuronoxylan Hexasaccharides by Preactivation‐Based Glycosylations
Synthesis of Glucuronoxylan Hexasaccharides by Preactivation‐Based Glycosylations Open
The synthesis of two glucuronoxylans is described, which both consist of a pentaxylan backbone and a glucuronic acid linked to the 2 position in the fourth xylose residue from the reducing end. The two target molecules differ in the 4 posi…
View article: CCDC 1961900: Experimental Crystal Structure Determination
CCDC 1961900: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Radical condensation between benzylic alcohols and acetamides to form 3-arylpropanamides
Radical condensation between benzylic alcohols and acetamides to form 3-arylpropanamides Open
Benzylic alcohols and acetamides are coupled into 3-arylpropanamides by a new radical condensation through the radical anion of the alcohol.
View article: Manganese(III) Porphyrin‐Catalyzed Dehydrogenation of Alcohols to form Imines, Tertiary Amines and Quinolines
Manganese(III) Porphyrin‐Catalyzed Dehydrogenation of Alcohols to form Imines, Tertiary Amines and Quinolines Open
Manganese(III) porphyrin chloride complexes have been developed for the first time as catalysts for the acceptorless dehydrogenative coupling of alcohols and amines. The reaction has been applied to the direct synthesis of imines, tertiary…
View article: Development and mechanistic investigation of the manganese(<scp>iii</scp>) salen-catalyzed dehydrogenation of alcohols
Development and mechanistic investigation of the manganese(<span>iii</span>) salen-catalyzed dehydrogenation of alcohols Open
Manganese(iii) salen has been developed as a new catalytic motif for alcohol dehydrogenation and the mechanism has been elucidated.
View article: Feasibility of the Zero-V: A Zero-emission Hydrogen Fuel Cell, Coastal Research Vessel
Feasibility of the Zero-V: A Zero-emission Hydrogen Fuel Cell, Coastal Research Vessel Open
The goals of this feasibility study are to determine the technical, regulatory, and economic feasibility of a coastal research vessel powered solely by hydrogen fuel cells, assess the environmental benefits and determine the prospects for …
View article: Effects of Alkali‐Metal Ions and Counter Ions in Sn‐Beta‐Catalyzed Carbohydrate Conversion
Effects of Alkali‐Metal Ions and Counter Ions in Sn‐Beta‐Catalyzed Carbohydrate Conversion Open
Alkali‐metal ions have recently been shown to strongly influence the catalytic behavior of stannosilicates in the conversion of carbohydrates. An effect of having alkali‐metal ions present is a pronounced increase in selectivity towards me…
View article: Synthesis of Two Tetrasaccharide Pentenyl Glycosides Related to the Pectic Rhamnogalacturonan I Polysaccharide
Synthesis of Two Tetrasaccharide Pentenyl Glycosides Related to the Pectic Rhamnogalacturonan I Polysaccharide Open
The synthesis of two protected tetrasaccharide pentenyl glycosides with diarabinan and digalactan branching related to the pectic polysaccharide rhamnogalacturonan I is reported. The strategy relies on the coupling of N-phenyl trifluoroace…
View article: NMR Spectroscopic Isotope Tracking Reveals Cascade Steps in Carbohydrate Conversion by Tin‐Beta
NMR Spectroscopic Isotope Tracking Reveals Cascade Steps in Carbohydrate Conversion by Tin‐Beta Open
Quantitative isotope tracking studies were used to investigate the reaction pathways that occur for Sn‐Beta‐catalyzed carbohydrate conversion to various α‐hydroxy esters. Experimental insight into the conversion of pentoses was sought (i) …
View article: Ruthenium‐Catalyzed Dehydrogenative Decarbonylation of Primary Alcohols
Ruthenium‐Catalyzed Dehydrogenative Decarbonylation of Primary Alcohols Open
Dehydrogenative decarbonylation of a primary alcohol involves the release of both dihydrogen and carbon monoxide to afford the by one carbon unit shorter product. The transformation has now been achieved with a ruthenium‐catalyzed protocol…
View article: The Manganese‐Catalyzed Cross‐Coupling Reaction and the Influence of Trace Metals
The Manganese‐Catalyzed Cross‐Coupling Reaction and the Influence of Trace Metals Open
The substrate scope of the MnCl 2 ‐catalyzed cross‐coupling between aryl halides and Grignard reagents has been extended to several methyl‐substituted aryl iodides by performing the reaction at elevated temperature in a microwave oven. A r…
View article: Methyl vinyl glycolate as a diverse platform molecule
Methyl vinyl glycolate as a diverse platform molecule Open
Methyl vinyl glycolate (MVG) is available by zeolite catalyzed degradation of sugars and constitutes a precursor to industrially promising structures by homo metathesis, cross metathesis, Claisen-type rearrangements and allylic alcohol tra…
View article: CCDC 1481046: Experimental Crystal Structure Determination
CCDC 1481046: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …