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23 citations found for Range, J.
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Intramolecular cycloaddition reactions of two furfuryl fumarates yield, after crystallization, pure diastereomers of oxabicyclo[2.2.1]heptene derivatives which are versatile starting points for the total synthesis of natural products. The crystal structures of the adducts, menthyl (3aS,6R,7R,7aR)-1,3,3a,6,7,7a-hexahydro-3,3-dimethyl-1-oxo-3a,6-epoxyisobenzofuran-7-carboxylate, C21H30O5, and methyl syn-1,3,3a,6,7,7a-tetrahydro-3-(1,1-dimethylethyl)-1-oxo-3a,6-epoxyisobenzofuran-7-carboxylate, C14H18O5, establish the configuration at the chiral centers and provide insights into the factors controlling the diastereomeric differentiation.
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In the crystal structure of the title complex, [Pt(C9H6NS)2], although the aromatic ligands are coordinated to a central heavy metal atom, T-shaped and shifted π-stacked arrangements of the aromatic moieties are preferred, leading to a sandwich herring-bone type of crystal-packing motif. The crystal structure is therefore consistent with the view that the arene–arene interactions are determined by electrostatics (multipole–multipole).
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Racemic azomethine ylides [(I) or (IV)] have been found to undergo cycloaddition to a trans-enamine [(II)] in a nonstereospecific way to yield mixtures of racemic diastereoisomeric 1:1 adducts: 5-dimethylamino-1,1,6-trimethyl-2,6a-di-p-tolyl-1,1a,5,6,6a,6b- hexahydro-4H-3,3a-diazacyclopropa[e]indene-4,4-dicarbonitrile, C29H33N5 [(IIIa) and (IIIb)], or 2-dimethylamino-1,5,5-trimethyl-6-(4-methylbenzoyl)-7a-p-tolyl- 2,3,5,7a-tetrahydro-1H-pyrrolizine-3,3-dicarbonitrile (pyrrolizine is pyrrolo[1,2-a]pyrrole), C29H32N4O [(Va) and (Vb)]. Crystal structure analyses prove the structures and configurations for three diastereoisomeric adducts (IIIa), (IIIb) and (Vb) unequivocally. In all three cases, the dimethylamino group appears endo at the five-membered ring formed in the cycloaddition step. In (cis-1a-cis-4a-transoid-8a,8b-transoid-8b,8c)-1,1-dimethyl- 4a-(pyrrolidin-1-yl)-2,8b-di-p-tolyl-1,1a,4a,5,6,7,8,8a,8b,8c-decahydro-4H-3,3a-diazacyclopropa[c]fluorene-4,4-dicarbonitrile, C34H39N5, (VII), the cycloadduct formed using an azomethine ylid [(I)] and a cyclic enamine [(VI)], the aminofunction is again found in an endo position.
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The azomethine ylide moieties of dicyano(7,7-dimethyl-2,5-di-p-tolyl-3,4-diazabicyclo[4.1.0]hepta-2,4-diene- 3-ium-3-yl)methanide, C24H22N4, and (4-benzoyl-5,5-dimethyl-2-phenyl-1-azacyclopenta-1,3-diene-1-ium-1-yl)dicyanomethanide, C22H17N3O, show normal bond distances and angles in comparison with related structures reported previously. The dipolar N-C distances of 1.430 (4) and 1.401 (3) Å are appreciably shortened compared with the C-N+ bond lengths [1.485 (9) Å] found in N-substituted pyridinium compounds, which is consistent with previous observations. Both title compounds pack in such a way that the ylide dipoles are arranged above each other but pointing in opposite directions.
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Despite the demands of the stronger hydrogen-bonding interactions present in the crystal structures of the title compounds, C16H10N8 and C16H12N6O.H2O, T-shaped and shifted π-stacked arrangements of aromatic moieties are preferred, leading to herringbone and/or π-stacked crystal-packing motifs. Therefore, in both these compounds the crystal packing is in accordance with the theory of arene–arene interactions being dominated by electrostatics.
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A modular and extensible research data management toolbox based on the programming language Python and the widely used computing platform Jupyter Notebook has been established for the acquisition, visualization, analysis and storage of small-angle X-ray scattering data.
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