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Methyl 5-chloro-2-hydr-oxy-3-(4-methoxyphenyl)-4,6-dimethylbenzoate

2009, Adeel, M., Ali, I., Langer, P., Villinger, A.

In the title compound, C17H17ClO4, the dihedral angle between the mean planes of the two benzene rings is 65.92 (5)°. The methyl ester group lies within the ring plane [deviations of O atoms from the plane = -0.051 (2) and 0.151 (2) Å] due to an intra-molecular O - H⋯O hydrogen bond. In the crystal, molecules are held together by rather weak non-classical inter-molecular C - H⋯O hydrogen bonds, resulting in dimeric units about inversion centers, forming eight- and ten-membered ring systems as R22(8) and R2 2(10) motifs. © Adeel et al. 2009.

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A neutral low-coordinate heterocyclic bismuth-tin species

2015, Hering-Junghans, C., Schulz, A., Villinger, A.

The reaction of distannadiazane bearing bulky RAr*-groups (RAr* = C6H2{C(H)Ph2}2R-2,6,4; R = iPr, tBu) with ECl3 (E = Sb, Bi) was studied resulting in the isolation of previously unknown N,N-bis(dichloropnictino)amines (3) and a novel heterocyclic carbenoid bismuth species (4) bearing a Bi(III) and a Sn(IV) center. The structure and bonding was investigated by means of X-ray structure elucidations and DFT calculations.

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Ethyl 4-chloro-2′-fluoro-3-hydroxy-5-methylbiphenyl-2-carboxylate

2011, Adeel, M., Langer, P., Villinger, A.

In the title compound, C 16H 14ClFO 3, the dihedral angle between the mean planes of the two benzene rings is 71.50 (5)°. Due to an intramolecular O - H⋯O hydrogen bond between the hydroxy group and the carbonyl O atom of the ethyl ester group, the ethyl ester group lies within the ring plane. The crystal structure is consolidated by intermolecular C - H⋯O and C - H⋯F interactions.

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An efficient route to 1,3,5-triazido-2,4,6-tricyanobenzene

2012, Becker, M., Voss, K., Villinger, A., Schulz, A.

An efficient synthetic route starting from 1,3,5-trimethylbenzene is described for binary 1,3,5- triazido-2,4,6-tricyanobenzene. Besides 1,3,5-triazido-2,4,6-tricyanobenzene, all intermediates have been isolated and fully characterized.

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Tandem dinucleophilic cyclization of cyclohexane-1,3-diones with pyridinium salts

2013, Kiamehr, M., Moghaddam, F.M., Mkrtchyan, S., Semeniuchenko, V., Supe, L., Villinger, A., Langer, P., Laroshenko, V.O.

The cyclization of cyclohexane-1,3-diones with various substituted pyridinium salts afforded functionalized 8-oxa-10-aza-tricyclo[7.3.1.0 2,7]trideca-2(7),11-dienes. The reaction proceeds by regioselective attack of the central carbon atom of the 1,3-dicar-bonyl unit to 4-position of the pyridinium salt and subsequent cyclization by base-assisted proton migration and nucleophilic addition of the oxygen atom to the 2-position, as was elucidated by DFT computations. Fairly extensive screening of bases and additives revealed that the presence of potassium cations is essential for formation of the product.