Journal ArticleDOI
The structure of benzoyldimedone from X-ray diffraction analysis
TLDR
The structure of benzoyldimedone was established by X-ray diffraction analysis as discussed by the authors, and the only tautomer was found, in which the enol proton is covalently bound to the oxygen atom that is remote from the phenyl group.Abstract:
The structure of benzoyldimedone was established by X-ray diffraction analysis. The only tautomer was found. In this tautomer, the enol proton is covalently bound to the oxygen atom that is remote from the phenyl group. The role of steric and electronic factors in stabilization of the enol structure is analyzed. The geometric characteristics of the ring formed through an intramolecular hydrogen bond are discussed.read more
Citations
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Three-dimensional QSAR of HPPD inhibitors, PSA inhibitors, and anxiolytic agents: effect of tautomerism on the CoMFA models.
Jian-Wei Zou,Chengcai Luo,Hua-Xing Zhang,Hai-Chun Liu,Hai-Chun Liu,Yong-Jun Jiang,Qing-Sen Yu,Qing-Sen Yu +7 more
TL;DR: There existed some substantial differences of the electrostatic field contours between the two different tautomeric forms for all of the three systems considered, whereas the differences in the steric field contour maps were limited, which implies that the resulting new potent ligands may be quite different if one utilizes the CoMFA models of different tauts for guiding further structural refinements.
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Design of a coumarin-based triketone as a fluorescent protecting group for primary amines.
Pei-Yu Kuo,Ding-Yah Yang +1 more
TL;DR: A series of 3-acetyl-4-hydroxycoumarin and its derivatives were prepared and evaluated for their potential to function as a fluorescent primary amine protection group and display satisfactory acid/base stability.
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Theoretical studies on tautomerism of benzoylcyclohexane-1,3-dione and its derivatives
TL;DR: In this paper, geometry optimizations were performed at HF/6-31G ∗ level for all of the possible tautomers of benzoylcyclohexanedione.
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Application of Dimedone Enamines as Protecting Groups for Amines and Peptides.
TL;DR: A simple protocol for the protection of amines was realized through a base-catalyzed one-pot reaction of dimedone, β-nitroalkene, and amine, demonstrating the practical application of this orthogonal protecting group by the synthesis of cyclic peptide melanotan II via SPPS.
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Synthesis of new bicyclo[4.1.0]heptane-2,4-dione derivatives and their herbicidal activity
TL;DR: In this paper, a triketone type 4-HPPD inhibitors were synthesized and their herbicidal activity and corn safety were evaluated, and they showed that 3-(4-chloro-2-nitrobenzoyl)bicyclo[4.1.0]heptanediones was not only highly active against broadleaf weeds but also grass weeds.
References
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Phase annealing in SHELX-90: direct methods for larger structures
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Evidence for resonance-assisted hydrogen bonding from crystal-structure correlations on the enol form of the .beta.-diketone fragment
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Evidence for resonance-assisted hydrogen bonding. 2. Intercorrelation between crystal structure and spectroscopic parameters in eight intramolecularly hydrogen bonded 1,3-diaryl-1,3-propanedione enols
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Polar and Steric Substituent Constants for Aliphatic and o-Benzoate Groups from Rates of Esterification and Hydrolysis of Esters1
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The application of direct methods and Patterson interpretation to high-resolution native protein data.
TL;DR: Results indicate that when a few 'heavier' atoms are present, it may prove possible in favorable cases to solve the phase problem from a single native data set collected to 'atomic resolution', and emphasize the benefits of collecting protein data to the highest possible resolution.