From difunctionalization of a single alkene to radical-dual-difunctionalization of two different alkenes! Abundant aliphatic aldehydes were readily decarbonylated into alkyl radicals for the cascade construction of C(sp3)-C(sp3), C(sp3)-C(sp3) and C(sp3)-O bonds via double radical addition and radical-radical coupling, following the intrinsic nucleophilic/electrophilic reactivity of both the radicals and alkenes.
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http://dx.doi.org/10.1039/c9cc05764a | DOI Listing |
ChemSusChem
January 2025
TU Dortmund University: Technische Universitat Dortmund, Biochemical and Chemical Engineering, Emil-Figge-Straße 66, 44227, Dortmund, GERMANY.
Platform chemicals from renewable resources with broad applications are highly desirable, particularly for replacing fossil-based monomers. Bifunctional aliphatic ester-aldehydes, accessible via regioselective hydroformylation of unsaturated oleochemicals, can be converted into linear ω-amino/ω-hydroxy esters and dicarboxylic acids-key building blocks for biobased aliphatic polycondensates. However, their success hinges on efficient, economically viable production, with catalyst recycling being critical.
View Article and Find Full Text PDFCarbohydr Polym
March 2025
Université Claude Bernard Lyon 1, INSA Lyon, Université Jean Monnet, CNRS UMR 5223, Ingénierie des Matériaux Polymères, F-69621 Cédex, France. Electronic address:
Passerini reaction was advantageously exploited to hydrophobize carboxymethyl cellulose (CMC) and alginates (ALG) by employing various hydrophobic aldehydes and isocyanides. The Passerini reaction, carried out in ecofriendly conditions, allowed to design never described twofold hydrophobized polysaccharide derivatives via the covalent grafting of two hydrophobic moieties. The modified CMC and ALG products were in-depth characterized to guaranty the success of the modification and to calculate the degrees of substitution (DS).
View Article and Find Full Text PDFAnim Sci J
January 2025
Department of Food Science and Human Wellness, Rakuno Gakuen University, Ebetsu, Hokkaido, Japan.
We aimed to evaluate the volatile compounds profile in traditional airag samples collected from two regions, including Bulgan and Uvurkhangai provinces, whereas famous airag-making areas in Mongolia. The volatile compounds of airag were investigated by the GC-MS method. A total of 95 kinds of volatile compounds were detected, and these were classified into 6 different classes: 14 acids, 14 alcohols, 16 aldehydes, 19 esters, 9 ketones, and 23 aliphatic hydrocarbons.
View Article and Find Full Text PDFNat Plants
January 2025
State Key Laboratory of Biocatalysis and Enzyme Engineering, School of Life Sciences, Hubei University, Wuhan, China.
Plant cuticular waxes serve as highly responsive adaptations to variable environments. Aliphatic waxes consist of very-long-chain (VLC) compounds produced from 1-alcohol- or alkane-forming pathways. The existing variation in 1-alcohols and alkanes across Arabidopsis accessions revealed that 1-alcohol amounts are negatively correlated with aridity factors, whereas alkanes display the opposite behaviour.
View Article and Find Full Text PDFOrg Lett
January 2025
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo, Hokkaido 060-0810, Japan.
The photocatalytic alkene-migrative chain elongation reaction of 2-phosphinostyrenes with aldehydes under mild conditions in response to blue light was demonstrated. A broad range of aldehydes, both aliphatic and aromatic, participated in this reaction to afford alkene-phosphine oxides in a -selective manner. Mechanistic experiments suggested the formation of benzophospholene-based ylide intermediates via photocatalytic cyclization of phosphinostyrenes followed by solvent-mediated proton transfer under base-free reaction conditions.
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