The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction
No Thumbnail
Authors
Damljanović, Ivan S.Stevanović, Dragana D.
Pejović, Anka
Ilic, Danijela
Živković, Marija D.
Jovanović, Jovana P.
Vukićević, Mirjana
Bogdanović, Goran A.
Radulović, Niko S.
Vukićević, Rastko D.
Article (Published version)
Metadata
Show full item recordAbstract
In this paper we wish to present the first results on the synthesis of N, N-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(II), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki-Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated in situ, proved to be an excellent precatalyst in Suzuki-Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions.
Source:
RSC Advances, 2014, 4, 82, 43792-43799Funding / projects:
- Novel Electrochemical and Chemical Methods in Synthesis of Organic Compounds of Interest for Medicine and Material Chemistry (RS-MESTD-Basic Research (BR or ON)-172034)
DOI: 10.1039/c4ra08140d
ISSN: 2046-2069
WoS: 000344526700067
Scopus: 2-s2.0-84907833845
Collections
Institution/Community
VinčaTY - JOUR AU - Damljanović, Ivan S. AU - Stevanović, Dragana D. AU - Pejović, Anka AU - Ilic, Danijela AU - Živković, Marija D. AU - Jovanović, Jovana P. AU - Vukićević, Mirjana AU - Bogdanović, Goran A. AU - Radulović, Niko S. AU - Vukićević, Rastko D. PY - 2014 UR - https://vinar.vin.bg.ac.rs/handle/123456789/193 AB - In this paper we wish to present the first results on the synthesis of N, N-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(II), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki-Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated in situ, proved to be an excellent precatalyst in Suzuki-Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions. T2 - RSC Advances T1 - The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction VL - 4 IS - 82 SP - 43792 EP - 43799 DO - 10.1039/c4ra08140d ER -
@article{ author = "Damljanović, Ivan S. and Stevanović, Dragana D. and Pejović, Anka and Ilic, Danijela and Živković, Marija D. and Jovanović, Jovana P. and Vukićević, Mirjana and Bogdanović, Goran A. and Radulović, Niko S. and Vukićević, Rastko D.", year = "2014", abstract = "In this paper we wish to present the first results on the synthesis of N, N-diethyl-1-ferrocenyl-3-thiabutanamine, its coordination with palladium(II), the complete characterization of the thus obtained complex (including single crystal X-ray analysis for the complex in two polymorphic forms) and screening of its catalytic activity in Suzuki-Miyaura coupling of phenylboronic acid with several aryl bromides. The complex, either purified and then added to the reaction mixture or generated in situ, proved to be an excellent precatalyst in Suzuki-Miyaura coupling. The chemical behavior of the complex in solution was assessed by detailed NMR analyses and cyclic voltammetry measurements which allowed us to draw a number of mechanistic conclusions.", journal = "RSC Advances", title = "The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction", volume = "4", number = "82", pages = "43792-43799", doi = "10.1039/c4ra08140d" }
Damljanović, I. S., Stevanović, D. D., Pejović, A., Ilic, D., Živković, M. D., Jovanović, J. P., Vukićević, M., Bogdanović, G. A., Radulović, N. S.,& Vukićević, R. D.. (2014). The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction. in RSC Advances, 4(82), 43792-43799. https://doi.org/10.1039/c4ra08140d
Damljanović IS, Stevanović DD, Pejović A, Ilic D, Živković MD, Jovanović JP, Vukićević M, Bogdanović GA, Radulović NS, Vukićević RD. The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction. in RSC Advances. 2014;4(82):43792-43799. doi:10.1039/c4ra08140d .
Damljanović, Ivan S., Stevanović, Dragana D., Pejović, Anka, Ilic, Danijela, Živković, Marija D., Jovanović, Jovana P., Vukićević, Mirjana, Bogdanović, Goran A., Radulović, Niko S., Vukićević, Rastko D., "The palladium(II) complex of N,N-diethyl-1-ferrocenyl-3-thiabutanamine: synthesis, solution and solid state structure and catalytic activity in Suzuki-Miyaura reaction" in RSC Advances, 4, no. 82 (2014):43792-43799, https://doi.org/10.1039/c4ra08140d . .