ChemInform Abstract: RK. VON DIMETHYLMALONALDEHYDACETALEN MIT AMIDEN

Khasapov, B. N.; Новикова, Т. С.; Lebedev, O. V.; Khmel'nitskii, L. I.; Новиков, С. С.

doi:10.1002/chin.197314232

Cited by 3 publications

(3 citation statements)

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“…Although glyoxal Is known to react with amides to form adducts of structure I (7) and with ureas to give glycolurils (II) (5,6), glyoxal tetramides (III) have not been reported, except for a recent reference (noted after completion of the present study) to the benzamido derivative (IMe) (4). Since the tetramides were required as part of a study (2, 3) of the acid-catalyzed reactions of aldehydes with amides, we first attempted to prepare them by the published procedures (5,6) found suitable for making glycolurils.…”

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confidence: 82%

Tetramido derivatives of glyoxal

Gilbert¹

1974

J. Chem. Eng. Data

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confidence: 82%

Tetramido derivatives of glyoxal

Gilbert¹

1974

J. Chem. Eng. Data

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“…1,4-Dimethoxynaphthalene and 1,4-dimethoxy-2,3-dimethylbenzene were prepared by methylation of 1,4-dihydroxynaphthalene and 2,3-dimethylhydroquinone, respectively, using dimethyl sulfate and KOH as reagents. Compounds 8 , 11 , 20 , 26 , and 3,6-dimethoxyphthalic anhydride were prepared according to literature procedures.…”

Section: Methodsmentioning

confidence: 99%

Molecular Clips Based on Propanediurea. Exceptionally High Binding Affinities for Resorcinol Guests

et al. 2001

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A series of new receptor molecules derived from 2,4,6,8-tetraazabicyclo[3.3.1]nonane-3,7-dione (propanediurea) is described. These molecules possess a cavity which is defined by two nearly parallel aromatic side walls positioned on top of a bis-urea framework. The resulting "U-shaped" clip molecules are ideal hosts for the complexation of flat aromatic guest molecules. The affinity of these new propanediurea based molecular clips for dihydroxybenzene derivatives is exceptionally high, with association constants up to K(a) = 2 400 000 L mol(-)(1). Comparison of the binding mechanism of a variety of clip and half clip hosts, in conjunction with NMR, IR, and X-ray studies, has enabled the reason for this high binding to be elucidated. It is shown that subtle sub-angstrom changes in the geometry of the clip molecules have a great impact on their binding properties.

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“…Although the supramolecular chemistry of glycoluril-based clips has been widely explored, and their sidewalls extensively varied, 2 relatively little attention has been given to variations in the diphenylglycoluril part of the clip molecules. Compound 3a was accessible following a literature procedure, 3 and compound 3b was synthesized in 90% yield by refluxing 2,2-dimethyl-3-oxobutanal with urea in toluene in the presence of TFA with azeotropic removal of water. Clip molecule 2c could be obtained in 20% yield by reacting 3a with 2,3-bis-(bromomethyl)-1,4-dimethoxybenzene in DMSO in the presence of NaH.…”

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confidence: 99%