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An interesting inclusion phenomenon of 2,2′-bis(diphenylhydroxymethyl)binaphthyl with some organic solvents and crystal structure of the host:guest complex with ethyl acetate (1996)

Shi, Min ; Itoh, Nobuhiro ; Masaki, Yukio ; [et al.]

Springer

Journal of chemical crystallography 26 (1996), S. 419-423

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ISSN: 1572-8854

Keywords: 2,2′-bis(Diphenylhydroxymethyl)binaphthyl ; solvent inclusion compounds ; X-ray crystallography ; host:guest complex

Source: Springer Online Journal Archives 1860-2000

Topics: Geosciences , Physics

Notes: Abstract Recrystallization of 2,2′-bis(diphenylhydroxymethyl)binaphthyl in ethyl acetate, dichloromethane/cyclohexane, dichloromethane/hexane, and chloroform/hexane gave solvent inclusion compounds as colorless prisms which were confirmed by thermal analysis,1H NMR (CDCl3) spectral data, and elemental analyses. The crystal structure of 2,2′-bis(diphenylhydroxymethyl)-binaphthyl: ethyl acetate was elucidated by X-ray crystallography.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/BF01665822

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Conformations of bryonolic acid and its derivatives in CDCl3 solution by 1H and 13C NMR spectroscopy (1987)

Kamisako, Wasuke ; Suwa, Kiyoko ; Honda, Chie ; [et al.]

Chichester : Wiley-Blackwell

Organic Magnetic Resonance 25 (1987), S. 848-855

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ISSN: 0749-1581

Keywords: Conformation ; D:C-friedoolean-8-enes ; Molecular mechanics calculation ; 1H and 13C NMR ; Chemistry ; Analytical Chemistry and Spectroscopy

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Comparison of the 1H and 13C chemical shift data of bryonolic acid (D : C-friedoolean-8-en-3β-ol-29-oic acid) and its derivatives (13 species) revealed that the conformational features of these compounds in CDCl3 solution depend on whether the functional groups at C-29 are trigonal, such as COOCH3, or tetrahedral, such as CH2OH. In order to study the conformational features of these two groups of compounds, vicinal coupling constants between the protons on the E rings of the methyl ester of D : C-friedoolean-8-en-29-oic acid, D : C-friedoolean-8-en-29-oic and its acetate were measured. Comparison of the results with the steric geometries to be expected from the molecular mechanics calculation for the E-ring moieties of these derivatives in the S form (D-E rings: boat-boat form) and the F form (D-E rings: chair-chair form) led to the conclusion that the compounds having a trigonal functional group at C-29 mainly adopt the S form, and those having a tetrahedral functional group at C-29 are present as mixtures of the S and F form in equilibrium in the solutions.

Additional Material: 9 Ill.