Double N-arylation reaction of polyhalogenated 4,4’-bipyridines. Expedious synthesis of functionalized 2,7-diazacarbazoles

Mohamed Abboud, Emmanuel Aubert and Victor Mamane
Beilstein J. Org. Chem. 2012, 8, 253–258. https://doi.org/10.3762/bjoc.8.26

Supporting Information

Supporting Information File 1: Characterization data and NMR spectra of all compounds, including X-ray structure determination of 3b and 12c.
Format: PDF Size: 4.7 MB Download

Cite the Following Article

Double N-arylation reaction of polyhalogenated 4,4’-bipyridines. Expedious synthesis of functionalized 2,7-diazacarbazoles
Mohamed Abboud, Emmanuel Aubert and Victor Mamane
Beilstein J. Org. Chem. 2012, 8, 253–258. https://doi.org/10.3762/bjoc.8.26

How to Cite

Abboud, M.; Aubert, E.; Mamane, V. Beilstein J. Org. Chem. 2012, 8, 253–258. doi:10.3762/bjoc.8.26

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Naghibi, S.; Ismael, A. K.; Vezzoli, A.; Al-Khaykanee, M. K.; Zheng, X.; Grace, I.; Bethell, D.; Higgins, S. J.; Lambert, C. J.; Nichols, R. J. Synthetic Control of Quantum Interference by Regulating Charge on a Single Atom in Heteroaromatic Molecular Junctions. The journal of physical chemistry letters 2019, 10, 6419–6424. doi:10.1021/acs.jpclett.9b02319
  • Schneeweis, A. P. W.; Hauer, S. T.; Lopez, D. A.; von Dressler, B.; Reiss, G. J.; Müller, T. Game of Isomers: Bifurcation in the Catalytic Formation of Bis[1]benzothieno[1,4]thiazines with Conformation-Dependent Electronic Properties. The Journal of organic chemistry 2019, 84, 5582–5595. doi:10.1021/acs.joc.9b00517
  • Schneeweis, A. P. W.; Hauer, S. T.; Reiss, G. J.; Müller, T. Bis[1]benzothieno[1,4]thiazines: Planarity, Enhanced Redox Activity and Luminescence by Thieno-Expansion of Phenothiazine. Chemistry (Weinheim an der Bergstrasse, Germany) 2019, 25, 3582–3590. doi:10.1002/chem.201805085
  • Lessing, T.; Müller, T. Sequentially Palladium-Catalyzed Processes in One-Pot Syntheses of Heterocycles. Applied Sciences 2015, 5, 1803–1836. doi:10.3390/app5041803
  • Chamas, Z.; Marchi, E.; Presson, B.; Aubert, E.; Fort, Y.; Ceroni, P.; Mamane, V. Synthesis and solid-state fluorescence properties of pentacyclic 7-substituted-indeno[1′,2′:4,5]pyrido[2,1-a]isoindol-5-ones. RSC Advances 2015, 5, 2715–2723. doi:10.1039/c4ra12155d
  • Sato, K.; Inoue, Y.; Mori, T.; Sakaue, A.; Tarui, A.; Omote, M.; Kumadaki, I.; Ando, A. Csp3-csp3 homocoupling reaction of benzyl halides catalyzed by rhodium. Organic letters 2014, 16, 3756–3759. doi:10.1021/ol501619w
  • Peluso, P.; Mamane, V.; Aubert, E.; Cossu, S. Insights into the impact of shape and electronic properties on the enantioseparation of polyhalogenated 4,4'-bipyridines on polysaccharide-type selectors. Evidence of stereoselective halogen bonding interactions. Journal of chromatography. A 2014, 1345, 182–192. doi:10.1016/j.chroma.2014.04.040
  • Mamane, V.; Aubert, E.; Peluso, P.; Cossu, S. Lithiation of prochiral 2,2'-dichloro-5,5'-dibromo-4,4'-bipyridine as a tool for the synthesis of chiral polyhalogenated 4,4'-bipyridines. The Journal of organic chemistry 2013, 78, 7683–7689. doi:10.1021/jo401255q
  • Abboud, M.; Mamane, V.; Aubert, E. Energetic analysis of the molecular packing of 5,5'-dibromo-2,2'-bis[4-(methylsulfanyl)phenyl]-4,4'-bipyridine: the role of π-π and halogen interactions. Acta crystallographica. Section C, Crystal structure communications 2012, 69, 56–60. doi:10.1107/s0108270112048196
  • Peluso, P.; Mamane, V.; Aubert, E.; Cossu, S. High-performance liquid chromatography enantioseparation of atropisomeric 4,4′-bipyridines on polysaccharide-type chiral stationary phases: Impact of substituents and electronic properties. Journal of chromatography. A 2012, 1251, 91–100. doi:10.1016/j.chroma.2012.06.035
Other Beilstein-Institut Open Science Activities