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Heterocycles in Supramolecular Chemistry

A special issue of Molecules (ISSN 1420-3049).

Deadline for manuscript submissions: closed (31 October 2011) | Viewed by 17622

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Department of Chemistry, Celestijnenlaan 200F, B-3001 Leuven, Belgium
Interests: organic synthesis; heterocycles; supramolecular chemistry; porphyrin analogues; natural products; helicenes
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Keywords

  • molecular recognition
  • hydrogen bonding
  • macrocycles
  • sensing
  • switches
  • membrane transport

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Published Papers (2 papers)

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708 KiB  
Article
Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based Hydrogenations
by Marcus Baumann, Ian R. Baxendale, Christian H. Hornung, Steven V. Ley, Maria Victoria Rojo and Kimberley A. Roper
Molecules 2014, 19(7), 9736-9759; https://doi.org/10.3390/molecules19079736 - 8 Jul 2014
Cited by 27 | Viewed by 10266
Abstract
Robust chemical routes towards valuable bioactive entities such as riboflavines, quinoxalinones and benzodiazepines are described. These make use of modern flow hydrogenation protocols enabling the chemoselective reduction of nitro group containing building blocks in order to rapidly generate the desired amine intermediates in [...] Read more.
Robust chemical routes towards valuable bioactive entities such as riboflavines, quinoxalinones and benzodiazepines are described. These make use of modern flow hydrogenation protocols enabling the chemoselective reduction of nitro group containing building blocks in order to rapidly generate the desired amine intermediates in situ. In order to exploit the benefits of continuous processing the individual steps were transformed into a telescoped flow process delivering selected benzodiazepine products on scales of 50 mmol and 120 mmol respectively. Full article
(This article belongs to the Special Issue Heterocycles in Supramolecular Chemistry)
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343 KiB  
Article
Synthesis, Metal Ion Complexation and Computational Studies of Thio Oxocrown Ethers
by Baki Çiçek and Ahmet Yıldız
Molecules 2011, 16(10), 8670-8683; https://doi.org/10.3390/molecules16108670 - 14 Oct 2011
Cited by 23 | Viewed by 6634
Abstract
The synthesis of some thio-oxocrown ether ligands, B1 (1,4-dithio-12-crown-4), B2 (1,7-dithio-12-crown-4), B3 (1,7-dithio-15-Crown-5), B4 (1,7-dithio-18-crown-6), B5 (1,10-dithio-18-crown-6), B6 (1,10-dithio-21-crown-7), under mild conditions, were reported. The ligands were characterized by FT-IR, 1H NMR and GC-MS spectroscopy. The formation of 1:1 ligand complexes with [...] Read more.
The synthesis of some thio-oxocrown ether ligands, B1 (1,4-dithio-12-crown-4), B2 (1,7-dithio-12-crown-4), B3 (1,7-dithio-15-Crown-5), B4 (1,7-dithio-18-crown-6), B5 (1,10-dithio-18-crown-6), B6 (1,10-dithio-21-crown-7), under mild conditions, were reported. The ligands were characterized by FT-IR, 1H NMR and GC-MS spectroscopy. The formation of 1:1 ligand complexes with a variety of metal salts (Ag+, Ca+2, K+, Na+, Mg+2, Zn+2 and Fe+2) were investigated by a conductometric method in a 1:1 dioxane–water system at 25 °C, and the complexation constants (Ke = (ΛMAm -Λ) / ((Λ-ΛMaΛbAm) [L]) and free energy (∆Go= - RT lnKe) values are calculated. Details of the specific molecular interactions between the ligands and metals were proposed. We also performed DFT calculations to explain their geometrical properties, charges and frontier molecular orbitals. Full article
(This article belongs to the Special Issue Heterocycles in Supramolecular Chemistry)
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