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Search Results (3)

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Keywords = 1,10-phenanthrolinium N-ylide

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15 pages, 8166 KiB  
Article
Synthesis, X-ray Diffraction and Computational Druglikeness Evaluation of New Pyrrolo[1,2-a][1,10]Phenanthrolines Bearing a 9-Cyano Group
by Mihaela Cristea, Marcel Mirel Popa, Sergiu Shova, Maria Gdaniec, Amalia Stefaniu, Constantin Draghici, Mihai Raduca, Nicoleta Doriana Banu and Florea Dumitrascu
Symmetry 2024, 16(7), 911; https://doi.org/10.3390/sym16070911 - 17 Jul 2024
Viewed by 1343
Abstract
New 9-cyano-pyrrolo[1,2-a][1,10]phenanthrolines 5a–d, obtained by a 1,3-dipolar cycloaddition reaction between the corresponding N-ylides of 1,10-phenanthrolinium bromides 2a–d, generated in situ and acrylonitrile as a dipolarophile, were investigated by single-crystal X-ray diffraction and computational studies to assess their [...] Read more.
New 9-cyano-pyrrolo[1,2-a][1,10]phenanthrolines 5a–d, obtained by a 1,3-dipolar cycloaddition reaction between the corresponding N-ylides of 1,10-phenanthrolinium bromides 2a–d, generated in situ and acrylonitrile as a dipolarophile, were investigated by single-crystal X-ray diffraction and computational studies to assess their druglikeness and evaluate their structure-activity properties. The non-covalent interactions present within the supramolecular landscape of the new 9-cyano-pyrrolo[1,2-a][1,10]phenanthrolines were correlated with the SAR investigations with the aim of estimating the propensity for bioactivity in these compounds. Full article
(This article belongs to the Special Issue Symmetry/Asymmetry of Molecules Related to Biological Activity)
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13 pages, 4661 KiB  
Article
Synthesis, Crystal Structure and Photoluminescent Properties of Novel 9-Cyano-Pyrrolo[1,2-a][1,10]Phenanthrolines
by Mihaela Cristea, Mihai Răducă, Sergiu Shova, Constantin Drăghici, Vlad A. Neacșu, Maria Maganu, Loredana Albotă (Barbu), Denisa Dumitrescu and Florea Dumitrascu
Crystals 2024, 14(1), 67; https://doi.org/10.3390/cryst14010067 - 7 Jan 2024
Cited by 2 | Viewed by 2013
Abstract
Novel 9-cyano-pyrrolo[1,2-a][1,10]phenanthrolines 6a–d were obtained by an efficient one-pot regioselective reaction between 1,10-phenanthrolinium bromides 2a–d and acrylonitrile as a dipolarophile, in the presence of triethylamine and tetrakis-pyridino-cobalt(II) dichromate (TPCD) as oxidizing agents. The optical properties of the [...] Read more.
Novel 9-cyano-pyrrolo[1,2-a][1,10]phenanthrolines 6a–d were obtained by an efficient one-pot regioselective reaction between 1,10-phenanthrolinium bromides 2a–d and acrylonitrile as a dipolarophile, in the presence of triethylamine and tetrakis-pyridino-cobalt(II) dichromate (TPCD) as oxidizing agents. The optical properties of the compounds were investigated through UV–Vis spectrophotometry and steady-state photoluminescence measurements, while their structures were elucidated by single-crystal X-ray diffraction. The structural characterization revealed that the molecular structures of the four compounds were stabilized by hydrogen bonds and π–π interactions. Full article
(This article belongs to the Special Issue Characterisation and Study of Compounds by Single Crystal X-ray Diffraction)
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6 pages, 103 KiB  
Article
1,3-Dipolar Cycloaddition Reactions of 1-(4-Phenylphenacyl)-1,10-phenanthrolinium N-Ylide with Activated Alkynes and Alkenes
by F. Dumitrascu, M. R. Caira, C. Draghici, M. T. Caproiu and A. Badoiu
Molecules 2005, 10(2), 321-326; https://doi.org/10.3390/10020321 - 28 Feb 2005
Cited by 26 | Viewed by 8918
Abstract
The 3 2 cycloaddition reaction of 1-(4-phenylphenacyl)-1,10-phenanthrolinium ylide with activated alkynes gave pyrrolo[1,2- 4a][1,10]phenanthrolines 6a-d. The "one pot" synthesis of 6a,b,d from 4, activatedalkenes, Et3N and tetrakis-pyridine cobalt (II) dichromate (TPCD) is described. Thehelical chirality of pyrrolophenanthrolines 6b-d was put in [...] Read more.
The 3 2 cycloaddition reaction of 1-(4-phenylphenacyl)-1,10-phenanthrolinium ylide with activated alkynes gave pyrrolo[1,2- 4a][1,10]phenanthrolines 6a-d. The "one pot" synthesis of 6a,b,d from 4, activatedalkenes, Et3N and tetrakis-pyridine cobalt (II) dichromate (TPCD) is described. Thehelical chirality of pyrrolophenanthrolines 6b-d was put in evidence by NMRspectroscopy. Full article
(This article belongs to the Special Issue Sulfur-Nitrogen Heterocycles)
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