Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination

• Ekaterina V. Kolupaeva,
• Narek A. Dzhangiryan,
• Alexander F. Pozharskii,
• Oleg P. Demidov and
• Valery A. Ozeryanskii

Beilstein J. Org. Chem. 2024, 20, 243–253, doi:10.3762/bjoc.20.24

• effect of functional groups on the further chemistry and basicity of the newly synthesized derivatives is also considered. Results and Discussion Amination, dehydrogenation, and supramolecular aggregation Direct amination of quinoquinoline 5 could potentially lead to 2(11)-substituted amines 6 (Figure 1

• -stacking of almost planar diazaarene fragments, leading to pronounced supramolecular aggregation. Although dipyridoacenaphthene does not undergo nucleophilic amination and dehydrogenation under a wide range of conditions, its 5(8)-nitro derivatives can be transformed under mild conditions into the

Influence of the cis/trans configuration on the supramolecular aggregation of aryltriazoles

• Sara Tejera,
• Giada Caniglia,
• Rosa L. Dorta,
• Andrea Favero,
• Javier González-Platas and
• Jesús T. Vázquez

Beilstein J. Org. Chem. 2019, 15, 2881–2888, doi:10.3762/bjoc.15.282

• stabilization of the supramolecular aggregation of bis(4-bromophenyl)triazoles. The trans or cis spatial disposition of the triazole rings is highly important for gelation, with the cis configuration having higher propensity. Keywords: circular dichroism; cis/trans configuration; gels; triazole; X-ray

• and 8e point at the fact that the presence of either the phenyl groups or the bromine atoms are not strictly necessary for gelation, although both might contribute to an overall stabilization of the supramolecular aggregation. Optical micrographs of the xerogels formed from compounds 7f, 8f, 10, 12

Aggregation behaviour of amphiphilic cyclodextrins: the nucleation stage by atomistic molecular dynamics simulations

• Giuseppina Raffaini,
• Antonino Mazzaglia and
• Fabio Ganazzoli

Beilstein J. Org. Chem. 2015, 11, 2459–2473, doi:10.3762/bjoc.11.267

• of the PDF for the cluster B due to its more “open” shape that produced an effectively larger accessible surface for the solvent. Conclusion The supramolecular aggregation of molecules is an important phenomenon determined both by their interactions in a specific environment (hence on their

Cyclodextrin-induced host–guest effects of classically prepared poly(NIPAM) bearing azo-dye end groups

• Gero Maatz,
• Arkadius Maciollek and
• Helmut Ritter

Beilstein J. Org. Chem. 2012, 8, 1929–1935, doi:10.3762/bjoc.8.224

• observed. Additionally, this azo-dye-end-group-labeled polymer was complexed with hyperbranched polyglycerol (HPG) decorated with β-CD to generate hedgehog-like superstructures. Keywords: azo-dye; cyclodextrins; end-group functionalization; host–guest interaction; supramolecular aggregation; Introduction

Tribenzotriquinacenes bearing three peripheral or bridgehead urea groups stretched into the 3-D space

• Jörg Tellenbröker and
• Dietmar Kuck

Beilstein J. Org. Chem. 2011, 7, 329–337, doi:10.3762/bjoc.7.43

• bridgeheads of the rigid, convex–concave, C3v-symmetrical molecular framework are reported. 1H NMR data point to supramolecular aggregation of these TBTQ derivatives in low-polarity solvents. Keywords: convex–concave structures; polycyclic compounds; supramolecular chemistry; tribenzotriquinacenes; urea