Regioselective Synthesis of 6-Chlorofulvene and 6-Aminofulvene via Keto–Enol Tautomerism
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DOI: 10.1021/acs.jchemed.0c00039
Abstract: Keto–enol tautomerism is a special example of structural isomerism. In this experiment, 6-chlorofulvene is predominantly yielded during the chlorination reaction of 6′-hydroxyfulvene with POCl3 in ... read more here.
Keywords: keto enol; regioselective synthesis; chlorofulvene; enol tautomerism ... See more keywords
Photoswitchable Keto-Enol Tautomerism Driven by Light-Induced Change in Antiaromaticity.
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DOI: 10.1021/acs.orglett.2c03441
Abstract: The bidirectional interconversion between ketone and enol structures of 4-cyclopentene-1,3-dione derivatives was realized by photoswitching of fused dithienylethene using UV and visible light. A loss of antiaromaticity offered the driving force for light-triggered enolization and… read more here.
Keywords: light induced; enol tautomerism; enol; photoswitchable keto ... See more keywords
Theoretical Study on the Epimerization of Azlactone Rings: Keto–Enol Tautomerism or Base-Mediated Racemization?
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DOI: 10.1021/acsomega.8b00060
Abstract: Azlactones are versatile heterocycles employed in a diversity of transformations; the main drawback of these cycles consists in the epimerization of the α-carbonyl stereocenter during its preparation. We hereby present a theoretical study to explain… read more here.
Keywords: tautomerism base; theoretical study; racemization; keto enol ... See more keywords
Novel keto-enol tautomerism in 1,3,5-trihydroxybenzene systems.
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DOI: 10.1039/d0cc03639k
Abstract: We report a new synthesis of the water-soluble compound 1,3,5-trihydroxy-2,4,6-trimethylsulfonic acid (1), which exists in two tautomeric forms (60 : 40::enol%:keto%) and can be used as a proton conductor. Quantum chemical calculations show the importance of intramolecular… read more here.
Keywords: novel keto; keto enol; keto; tautomerism trihydroxybenzene ... See more keywords
The Keto–Enol Tautomerism of Biliverdin in Bacteriophytochrome: Could it Explain the Bathochromic Shift in the Pfr Form?†
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DOI: 10.1111/php.13341
Abstract: Phytochromes are ubiquitous photoreceptors found in plants, eukaryotic algae, bacteria and fungi. Particularly, when bacteriophytochrome is irradiated with light, a Z‐to‐E (photo)isomerization takes place in the biliverdin chromophore as part of the Pr‐to‐Pfr conversion. This… read more here.
Keywords: keto enol; bathochromic shift; keto; reaction ... See more keywords
Synthesis, Spectroscopic Studies and Keto-Enol Tautomerism of Novel 1,3,4-Thiadiazole Derivative Containing 3-Mercaptobutan-2-one and Quinazolin-4-one Moieties
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DOI: 10.3390/molecules25225441
Abstract: In this study, a novel 1,3,4-thiadiazole derivative containing 3-mercaptobutan-2-one and quinazolin-4-one moieties (Compound 3) is synthesized by the coupling of 2-amino-1,3,4-thiadiazole-5-(3-mercaptobutan-2-one) (Compound 1) with 2-Phenyl-4H-3,1-benzoxazin-4-one (Compound 2) in one molecule moiety. Compound 3 is found… read more here.
Keywords: keto enol; novel thiadiazole; compound; enol tautomerism ... See more keywords