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5,5′-Di((E)-buta-1,3-dien-1-yl)-2,2′,3,3′-tetramethoxy-1,1′-biphenyl

Title: 5,5′-Di((E)-buta-1,3-dien-1-yl)-2,2′,3,3′-tetramethoxy-1,1′-biphenyl
Authors: Maria Antonietta Dettori; Davide Fabbri; Roberto Dallocchio; Paola Carta
Source: Molbank ; Volume 2025 ; Issue 2 ; Pages: M2018
Publisher Information: Multidisciplinary Digital Publishing Institute
Publication Year: 2025
Collection: MDPI Open Access Publishing
Subject Terms: phenylbutanoids; hydroxylated biphenyls; microwave-assisted synthesis; natural compounds; conformational energy profile
Description: Phenylbutanoids, commonly found in various medicinal plants, have attracted significant attention due to their remarkable biological activities, including antioxidant, anti-inflammatory, and neuroprotective effects, as well as for their versatility as starting materials in organic synthesis. Among phenylbutanoids, phenyl-1,3-butadienes represent a unique class of conjugated dienes, characterized by a phenyl (C6H5) group attached to a 1,3-butadiene (-CH=CH-CH=CH2) backbone. In this study, we synthesized the hydroxylated biphenyl 5,5′-di((E)-buta-1,3-dien-1-yl)-2,2′,3,3′-tetramethoxy-1,1′-biphenyl 1, closely related to its corresponding monomer 2, which is known for its broad range of pharmacological activities. The synthesis was carried out using microwave-assisted technologies. The structure of the synthesized compound was confirmed through elemental analysis, 13C-NMR, 1H-NMR, and ESI-MS spectrometry. Furthermore, we computed this novel compound’s conformational energy profile (CEP), evaluating how its energy varies with changes in the dihedral bond angle.
Document Type: text
File Description: application/pdf
Language: English
Relation: Organic Synthesis and Biosynthesis; https://dx.doi.org/10.3390/M2018
DOI: 10.3390/M2018
Availability: https://doi.org/10.3390/M2018
Rights: https://creativecommons.org/licenses/by/4.0/
Accession Number: edsbas.A82D214D
Database: BASE