Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]
Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo I - reakcija diizopropil-(S,S)-2,2'-(1,2-etandiildiimino)dipropanoata sa K2[PdCl4]
2009
Аутори
Krajcinovic, Bojana B.Kaluđerović, Goran N.
Steinborn, Dirk
Schmidt, Harry
Wagner, Christoph
Merzweiler, Kurt
Trifunović, Srećko R.
Sabo, Tibor
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
The reaction of K-2[PdCl4] with (S,S)-(i-Pr)(2)eddip diester (diisopropyl (S,S)-2,2'-(1,2-ethanediyldiimino)dipropanoate) resulted in {PdCl2[(S,S)-(i-Pr)-Pr)(2)eddip-kappa N-2,N']} (1) and {PdCl[(S,S)-(i-Pr)eddip-kappa N-2,N',kappa O]} (2) with one hydrolyzed ester group. The compounds were characterized by spectroscopic methods and it was proved that the reaction is diastereoselective (H-1- and C-13-NMR) in the case of 2 (one diastereoisomer of four possible). The structure of 2 was determined by X-ray diffraction analysis, indicating that the product is the (R,R)-N,N' configured isomer. In contrast, the reaction yielding 1 produced two of three possible diastereoisomers. DFT calculations support the formation of two diastereoisomers of I and of one diastereoisomer of 2.
U reakciji K2[PdCl4] sa (S,S)-(i-Pr)2eddip diestrom [diizopropil-(S,S)-2,2'-(1,2-etandi-ildiimino)dipropanoat] dobijaju se {PdCl2[(S,S)-(i-Pr)2eddip-κ2N,N']} (1) i {PdCl[(S,S)-(i-Pr)eddip-κ2N,N',κO]} (2) sa jednom hidrolizovanom estarskom grupom. Jedinjenja su okarakterisana spektroskopskim metodama i dokazano je da je ova reakcija dijastereoselektivna (1H- i 13C-NMR) u slučaju 2 (jedan dijastereoizomer od moguća četiri). Struktura jedinjenja 2 je određena rendgenskom strukturnom analizom i nađeno je da je dobijeni proizvod (R,R)-N,N' izomer. Suprotno tome, u slučaju jedinjenja 1 dobijeni proizvod je smeša dva od tri moguća dijastereoizomera. DFT proračuni potvrđuju formiranje dva dijastereoizomera jedinjenja 1 i jednog dijastereoizomera jedinjenja 2.
Кључне речи:
palladium complexes / crystal structure / crystal structure / EDDP ligands / EDDP ligands / DFT calculations / DFT calculationsИзвор:
Journal of the Serbian Chemical Society, 2009, 74, 4, 389-400Издавач:
- Serbian Chemical Soc, Belgrade
Финансирање / пројекти:
- Синтеза, карактеризација и активност органских и координационих једињења и њихова примена у (био)нанотехнологији (RS-MESTD-MPN2006-2010-142010)
- Структура нових комплекса јона прелазних метала и механизам њихових реакција са биолошки значајним лигандима (RS-MESTD-MPN2006-2010-142008)
- Alexander von Humboldt Foundation
DOI: 10.2298/JSC0904389K
ISSN: 0352-5139
WoS: 000266210200004
Scopus: 2-s2.0-68949178838
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Krajcinovic, Bojana B. AU - Kaluđerović, Goran N. AU - Steinborn, Dirk AU - Schmidt, Harry AU - Wagner, Christoph AU - Merzweiler, Kurt AU - Trifunović, Srećko R. AU - Sabo, Tibor PY - 2009 UR - https://cherry.chem.bg.ac.rs/handle/123456789/989 AB - The reaction of K-2[PdCl4] with (S,S)-(i-Pr)(2)eddip diester (diisopropyl (S,S)-2,2'-(1,2-ethanediyldiimino)dipropanoate) resulted in {PdCl2[(S,S)-(i-Pr)-Pr)(2)eddip-kappa N-2,N']} (1) and {PdCl[(S,S)-(i-Pr)eddip-kappa N-2,N',kappa O]} (2) with one hydrolyzed ester group. The compounds were characterized by spectroscopic methods and it was proved that the reaction is diastereoselective (H-1- and C-13-NMR) in the case of 2 (one diastereoisomer of four possible). The structure of 2 was determined by X-ray diffraction analysis, indicating that the product is the (R,R)-N,N' configured isomer. In contrast, the reaction yielding 1 produced two of three possible diastereoisomers. DFT calculations support the formation of two diastereoisomers of I and of one diastereoisomer of 2. AB - U reakciji K2[PdCl4] sa (S,S)-(i-Pr)2eddip diestrom [diizopropil-(S,S)-2,2'-(1,2-etandi-ildiimino)dipropanoat] dobijaju se {PdCl2[(S,S)-(i-Pr)2eddip-κ2N,N']} (1) i {PdCl[(S,S)-(i-Pr)eddip-κ2N,N',κO]} (2) sa jednom hidrolizovanom estarskom grupom. Jedinjenja su okarakterisana spektroskopskim metodama i dokazano je da je ova reakcija dijastereoselektivna (1H- i 13C-NMR) u slučaju 2 (jedan dijastereoizomer od moguća četiri). Struktura jedinjenja 2 je određena rendgenskom strukturnom analizom i nađeno je da je dobijeni proizvod (R,R)-N,N' izomer. Suprotno tome, u slučaju jedinjenja 1 dobijeni proizvod je smeša dva od tri moguća dijastereoizomera. DFT proračuni potvrđuju formiranje dva dijastereoizomera jedinjenja 1 i jednog dijastereoizomera jedinjenja 2. PB - Serbian Chemical Soc, Belgrade T2 - Journal of the Serbian Chemical Society T1 - Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4] T1 - Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo I - reakcija diizopropil-(S,S)-2,2'-(1,2-etandiildiimino)dipropanoata sa K2[PdCl4] VL - 74 IS - 4 SP - 389 EP - 400 DO - 10.2298/JSC0904389K ER -
@article{ author = "Krajcinovic, Bojana B. and Kaluđerović, Goran N. and Steinborn, Dirk and Schmidt, Harry and Wagner, Christoph and Merzweiler, Kurt and Trifunović, Srećko R. and Sabo, Tibor", year = "2009", abstract = "The reaction of K-2[PdCl4] with (S,S)-(i-Pr)(2)eddip diester (diisopropyl (S,S)-2,2'-(1,2-ethanediyldiimino)dipropanoate) resulted in {PdCl2[(S,S)-(i-Pr)-Pr)(2)eddip-kappa N-2,N']} (1) and {PdCl[(S,S)-(i-Pr)eddip-kappa N-2,N',kappa O]} (2) with one hydrolyzed ester group. The compounds were characterized by spectroscopic methods and it was proved that the reaction is diastereoselective (H-1- and C-13-NMR) in the case of 2 (one diastereoisomer of four possible). The structure of 2 was determined by X-ray diffraction analysis, indicating that the product is the (R,R)-N,N' configured isomer. In contrast, the reaction yielding 1 produced two of three possible diastereoisomers. DFT calculations support the formation of two diastereoisomers of I and of one diastereoisomer of 2., U reakciji K2[PdCl4] sa (S,S)-(i-Pr)2eddip diestrom [diizopropil-(S,S)-2,2'-(1,2-etandi-ildiimino)dipropanoat] dobijaju se {PdCl2[(S,S)-(i-Pr)2eddip-κ2N,N']} (1) i {PdCl[(S,S)-(i-Pr)eddip-κ2N,N',κO]} (2) sa jednom hidrolizovanom estarskom grupom. Jedinjenja su okarakterisana spektroskopskim metodama i dokazano je da je ova reakcija dijastereoselektivna (1H- i 13C-NMR) u slučaju 2 (jedan dijastereoizomer od moguća četiri). Struktura jedinjenja 2 je određena rendgenskom strukturnom analizom i nađeno je da je dobijeni proizvod (R,R)-N,N' izomer. Suprotno tome, u slučaju jedinjenja 1 dobijeni proizvod je smeša dva od tri moguća dijastereoizomera. DFT proračuni potvrđuju formiranje dva dijastereoizomera jedinjenja 1 i jednog dijastereoizomera jedinjenja 2.", publisher = "Serbian Chemical Soc, Belgrade", journal = "Journal of the Serbian Chemical Society", title = "Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4], Kompleksi paladijuma(II) sa ligandima R2edda tipa, deo I - reakcija diizopropil-(S,S)-2,2'-(1,2-etandiildiimino)dipropanoata sa K2[PdCl4]", volume = "74", number = "4", pages = "389-400", doi = "10.2298/JSC0904389K" }
Krajcinovic, B. B., Kaluđerović, G. N., Steinborn, D., Schmidt, H., Wagner, C., Merzweiler, K., Trifunović, S. R.,& Sabo, T.. (2009). Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]. in Journal of the Serbian Chemical Society Serbian Chemical Soc, Belgrade., 74(4), 389-400. https://doi.org/10.2298/JSC0904389K
Krajcinovic BB, Kaluđerović GN, Steinborn D, Schmidt H, Wagner C, Merzweiler K, Trifunović SR, Sabo T. Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]. in Journal of the Serbian Chemical Society. 2009;74(4):389-400. doi:10.2298/JSC0904389K .
Krajcinovic, Bojana B., Kaluđerović, Goran N., Steinborn, Dirk, Schmidt, Harry, Wagner, Christoph, Merzweiler, Kurt, Trifunović, Srećko R., Sabo, Tibor, "Palladium(II) complexes with R(2)edda derived ligands. Part I. Reaction of diisopropyl (S,S)-2,2 '-(1,2-ethanediyldiimino)-dipropanoate with K-2[PdCl4]" in Journal of the Serbian Chemical Society, 74, no. 4 (2009):389-400, https://doi.org/10.2298/JSC0904389K . .