Trif_Journal of Structural Chemistry Volume 39 issue 3 1998.pdf (original) (raw)
Related papers
Molecular properties and stacking of 1-substituted hexaalkoxy triphenylenes
Theoretical Chemistry Accounts, 2007
In this work we consider the stability of columnar liquid crystals formed by discotic molecules differing only in one core substituent. In particular we concentrate on the 1-substituted 2, 3, 6, 7, 10, 11 hexaalkyloxy triphenylene family, and more specifically on the methoxy derivatives, studying the effects of seven α-substituents (H, Br, CH3, Cl, F, NH2, NO2) on the shape and electronic properties, calculated at density functional level, and relating them with the phase behaviour of the corresponding hexyloxy derivatives. In a second step, we use the optimized structures and the atomic charges in a simplified Monte Carlo simulation of systems of molecules arranged in a columnar fashion, to try to shed light on the consequences of functionalization on the stacking behaviour.
mborz_triphenylene_columns_tca_07.pdf
In this work we consider the stability of columnar liquid crystals formed by discotic molecules differing only in one core substituent. In particular we concentrate on the 1-substituted 2, 3, 6, 7, 10, 11 hexaalkyloxy triphenylene family, and more specifically on the methoxy derivatives, studying the effects of seven α-substituents (H, Br, CH 3 , Cl, F, NH 2 , NO 2 ) on the shape and electronic properties, calculated at density functional level, and relating them with the phase behaviour of the corresponding hexyloxy derivatives. In a second step, we use the optimized structures and the atomic charges in a simplified Monte Carlo simulation of systems of molecules arranged in a columnar fashion, to try to shed light on the consequences of functionalization on the stacking behaviour.
Synthesis of Crown Ether-Linked Discotic Triphenylenes
Organic Letters, 2010
Novel triphenylene dimers linked by a central crown ether core have been synthesized and characterized. The crown ether is most conveniently formed as a final step to permit purification and isolation of ion-free material, and extension of the protocol permits synthesis of triad structures linked though a 27-crown-9 macrocycle. The latter compounds present a new discotic motif that supports mesophase formation.
A neutron-diffraction study of the crystal and molecular structure of triphenylene*
Zeitschrift für Kristallographie, 1973
Die Kristallstruktur von Triphenylen CisHi2 wurde mittels Neutronenbeugung an einem Einzelkristall bei Zimmertemperatur bestimmt und nebst den anisotropen Temperaturfaktoren für alle Atome bis zu R = 0,048 bei 810 Interferenzen verfeinert. Die Standardabweichungen der Ortsparameter sind 0,007 Â für die C-Atome und 0,015 Â für die H-Atome. Einige Differenzen in den Koordinaten der C-Atome gegenüber den mittels Röntgenstrahlbeugung gefundenen Werten können von Bedeutung sein. Die Überfüllung des Moleküls mit Atomen wird dadurch gemildert, daf3 die Atome nicht exakt in der Ebene des Moleküls liegen, die Bindungswinkel ein wenig von 120°verschieden sind und die Bindungslängon C-H leicht variieren, so daß der Abstand zwischen zwei H-Atomen an jeder der drei Molekülbuchten etwa 1,9 A betragen kann.
Organometallics, 2005
The reactions of the basal edge-bridged square-pyramidal hexanuclear cluster [Ru 6 (µ 3-H) 2 (µ 5-η 2-ampy)(µ-CO) 2 (CO) 14 ] (1; H 2 ampy) 2-amino-6-methylpyridine) with 2 equiv of diphenylacetylene in toluene give 1 equiv of cis-stilbene and mixtures of cluster compounds, the composition of which depends on the reaction time and temperature. The following cluster compounds have been isolated and characterized: [Ru 6 (µ 5-η 2-ampy)(µ 3-CO)(µ-CO) 2 (CO) 14 ] (2), [Ru 6 (µ 5-η 2-ampy)(µ 4-η 2-PhCCPh)(CO) 16 ] (3), [Ru 7 (µ 5-η 2-ampy)(µ 5-η 4-PhCCPh)(CO) 17 ] (4), [Ru 6 (µ 5-η 2-ampy)(µ 5-η 8-PhCCPh)(µ-CO)(CO) 13 ] (5), [Ru 5 (µ 5-η 2-ampy)(µ 4-η 2-PhCCPh)(µ-CO)-(CO) 12 ] (6), and [Ru 5 (µ 5-η 2-ampy)(µ 4-η 2-PhCCPh)(η 6-PhMe)(µ-CO)(CO) 9 ] (7). In all products, the nitrogen atoms of the ampy ligand are attached to five metal atoms, in the same way as in complex 1. While complex 2 has no alkyne ligand and can be considered as the result of a formal substitution of a CO ligand for the two hydrides of complex 1, the remaining products have a diphenylacetylene ligand capping the four atoms of a metallic square through both C atoms of the original triple bond. Additionally, an alkyne phenyl group of 4 is η 2-coordinated to a ruthenium atom, while an alkyne phenyl group of 5 is η 6-coordinated to a ruthenium atom. A reaction pathway that interconnects all these compounds is proposed. This has been deduced from the results obtained by following (by 1 H NMR) the reaction of 1 with diphenylacetylene at different reaction times and temperatures (toluene, 80 and 110°C), the reaction of 2 with diphenylacetylene (toluene, 110°C), and the thermolysis of compounds 3-6 (toluene, 110°C).