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Copper Complexes of 1,4-Naphthoquinone Containing Thiosemicarbazide and Triphenylphosphine Oxide Moieties; Synthesis and Identification by NMR, IR, Mass, UV Spectra, and DFT Calculations

Alshammari, Mohammed B.; Aly, Ashraf A. ; Bräse, Stefan 1,2; Nieger, Martin; Ibrahim, Mahmoud A. A.; Abd El-Haleem, Lamiaa E.
1 Institut für Biologische und Chemische Systeme (IBCS), Karlsruher Institut für Technologie (KIT)
2 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)

Abstract:

New 1,4-naphthoquinone derived by triphenylphosphaneylidene (Ph$_{3}$P) and N-substituted-hydrazine-1-carbothioamides were obtained during a one-pot reaction of 2,3-dichloro-1,4-naphthoquinone with thiosemicarbazides, Ph$_{3}$P and in the presence of triethyl amine (Et$_{3}$N) as a catalyst. The structure of the ligands was established by ESI, IR, and NMR spectra, in addition to elemental analyses and X-ray structure analysis. On subjecting the newly prepared ligands with CuCl$_{2}$ and Ph$_{3}$P, autoxidation occurs, and (E)-(2-(1,4-dioxo-3-(triphenyl phosphanylidene)-3,4-dihydronaphthalen-2(1H)-ylidene)carbamothioyl)hydrazinyl)-((triphenylphosphanyl)oxy)copper derivatives were formed in very good yields. The structure of the obtained complexes was proved by ESI, IR, NMR, and UV spectra, in addition to elemental analyses and theoretical calculations.


Verlagsausgabe §
DOI: 10.5445/IR/1000151568
Originalveröffentlichung
DOI: 10.1021/acsomega.2c04113
Scopus
Zitationen: 1
Web of Science
Zitationen: 1
Dimensions
Zitationen: 3
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Institut für Organische Chemie (IOC)
Publikationstyp Zeitschriftenaufsatz
Publikationsdatum 27.09.2022
Sprache Englisch
Identifikator ISSN: 2470-1343
KITopen-ID: 1000151568
HGF-Programm 43.33.11 (POF IV, LK 01) Adaptive and Bioinstructive Materials Systems
Erschienen in ACS Omega
Verlag American Chemical Society (ACS)
Band 7
Heft 38
Seiten 34463–34475
Bemerkung zur Veröffentlichung Gefördert durch den KIT-Publikationsfonds
Vorab online veröffentlicht am 16.09.2022
Nachgewiesen in Web of Science
Dimensions
Scopus
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