Tartaric Acid and its<i>O</i>-Acyl Derivatives. Part 10. Synthesis and Applications of Tartramides, Tartrimides and<i>O-</i>Acyltartramides and Imides

The benzhydryl (diphenylmethyl) group is a molecular propeller that can act as a chirality reporter if it is introduced nearby a stereogenic center by making an ether bond. The hydrophobic character of the benzhydryl group allows transformation of insoluble natural tartaric acid derivatives into soluble entities in a nonpolar environment. Electronic circular dichroism spectra, recorded within the short-wavelength region of the phenyl B transitions (190-200 nm) shows strong bisignate Cotton effects. The signs and magnitudes of these Cotton effects are a function of absolute configuration and conformation of the molecule and do not primarily arise from exciton coupling of chiral benzhydryl chromophores. In crystals, the main-chain conformation is stabilized by intramolecular hydrogen bonds and CH-CO dipolar interactions. The number of the donor NH groups has a pronounced effect on the preferred conformations and inclusion properties of benzhydryl-(R,R)-tartaric acid diamides. Evidence is shown for the solvent dependency of the conformations of NH amides of tartaric acid diphenylmethyl ethers.

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Toward Sustainable Utilization and Production of Tartaric Acid

Li,

Liu,

et al. 2024

The Chemical Record

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Global efforts toward establishing a circular carbon economy have guided research interests towards exploring renewable technologies that can replace environmentally harmful fossil fuel‐based production routes. In this context, sugar‐based bio‐derived substrates have been identified as renewable molecules for future implementation in chemical industries. Tartaric acid, a special C4 bio‐compound with two hydroxyl and carboxylic groups in the structure, displays great potential for the food, polymer, and pharmaceutical industries due to its unique biological reactivity and performance‐enhancing properties. To this point, there has yet to be a comprehensive literature review and perspective on the applications and synthesis of tartaric acid. As such, we have conducted a detailed and thorough outlook and discussion in terms of biological activity, organic synthesis, catalysis, structural characterization and synthetic routes. Lastly, we provide a critical discussion on the applications and synthesis of tartaric acid to give our insights into developing sustainable chemical technologies for the future.

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Tartaric Acid and itsO-Acyl Derivatives. Part 10. Synthesis and Applications of Tartramides, Tartrimides andO-Acyltartramides and Imides

Cited by 7 publications

References 94 publications

ChemInform Abstract: Tartaric Acid and Its O‐Acyl Derivatives. Part 10. Synthesis and Applications of Tartramides, Tartrimides and O‐Acyltartramides and Imides

ChemInform Abstract: Tartaric Acid and Its O‐Acyl Derivatives. Part 10. Synthesis and Applications of Tartramides, Tartrimides and O‐Acyltartramides and Imides

Benzhydryl Ethers of Tartaric Acid Derivatives: Stereochemical Response of a Dynamically Chiral Propeller

Toward Sustainable Utilization and Production of Tartaric Acid

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