ArticleACS omega2020
Application of NMR Spectroscopy for the Detection of Equilibrating
Article in ACS omega, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Substituent-controlled visible light photoisomerization and cyclodimerization of styryl pyrimidinones.RSC advances · 2026Article
- Facile Synthesis of Indole-, Pyrazole-, and Indazole-Pyrrolidine Hybrids as Novel Chiral Heterocyclic Building Blocks.Molecules (Basel, Switzerland) · 2026Article
- Rational Monomer Design for the Synthesis of Conjugated Polymers by Direct Heteroarylation Polymerization.ACS polymers Au · 2024Article
- Coupling of acceptor-substituted diazo compounds and tertiary thioamides: synthesis of enamino carbonyl compounds and their pharmacological evaluation.RSC advances · 2022Article
- Cycloaddition of Huisgen 1,4-dipoles: synthesis and rapid epimerization of functionalized spiropyrido[2,1-RSC advances · 2021Article
- Silica gel and microwave-promoted synthesis of dihydropyrrolizines and tetrahydroindolizines from enaminones.Beilstein journal of organic chemistry · 2021Article
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Authors and funding
6 authors.
Funding
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Abstract
Conjugation can lower the energy barrier for unsaturated C-C bond rotations, resulting in a mixture of equilibrating diastereomers at room temperature. Therefore, methods claiming diastereoselective synthesis of conjugated double bonds often require proof that the observed diastereomeric ratio is not because of the diastereomeric equilibration of the product. Variable-temperature (VT) NMR experiments are commonly used to distinguish between the two possibilities. However, the VT technique requires accessories for the NMR spectrometer and more setup time. Here, we show that the rarely used application of 1-D and 2-D nuclear Overhauser effect spectroscopy experiments for the detection of the equilibrating diastereomers is a convenient alternative to the VT technique.
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Registered trials
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