Palladium(II) and platinum(II) 2-(methoxycarbonyl)ethylselenolates: Synthesis, spectroscopy, structures and their conversion into metal selenide

Kumbhare, Liladhar B.; Jain, Vimal K.; Phadnis, Prasad P.; Nethaji, Munirathinam

doi:10.1016/j.jorganchem.2006.12.003

Cited by 44 publications

(37 citation statements)

References 45 publications

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“…The 77 Se signal showed pronounced metal (Pd or Pt) and phosphine dependence. The magnitude of various couplings, 1 J( 195 Pt-31 P), 2 J( 77 Se-31 P) cis/trans , 2 J( 195 Pt-195 Pt), 1 J( 195 Pt-77 Se) for 1 are in accordance with the reported values for organochalcogenolate bridged complexes [26,[27][28][29][30][31]. The 31 P and 77 Se NMR spectra of 2 displayed single resonances indicating the formation of sym-cis isomer exclusively.…”

Section: Resultssupporting

confidence: 87%

“…The 77 Se and 195 Pt NMR spectra of 1 for acid and ester derivatives exhibited similar patterns and were as expected [26]. 77 Se NMR spectra were comprised of two sets of resonances for cis and one set of signals for trans isomer whereas, 195 Pt NMR spectra exhibited one set of resonances for each isomer with phosphorus-selenium/platinum couplings.…”

Section: Resultssupporting

confidence: 74%

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Palladium(II) and platinum(II) complexes of β-functionalized ethyl selenolates: Effect of substitution on synthesis, reactivity, spectroscopy, structures and thermal behavior

Kumbhare

Wadawale

Jain

et al. 2009

Journal of Organometallic Chemistry

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Section: Resultssupporting

confidence: 87%

Section: Resultssupporting

confidence: 74%

Palladium(II) and platinum(II) complexes of β-functionalized ethyl selenolates: Effect of substitution on synthesis, reactivity, spectroscopy, structures and thermal behavior

Kumbhare

Wadawale

Jain

et al. 2009

Journal of Organometallic Chemistry

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“…15,[18][19][20][21] Tiara-like nickel complexes have received considerable attention resulting in the preparation of complexes with a variety of ring sizes [Ni(-SR) 2 ] n (n = [4][5][6][8][9][10][11][12]. 15,[17][18][20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35] In contrast, although several tiara-like hexanuclear palladium complexes have been reported, 9,14,19,[36][37][38][39][40][41][42][43] only one octanuclear complex, i.e., [Pd(-S n Pr) 2 ] 8 , is known, and was obtained as a mixture with hexanuclear [Pd(-S n Pr) 2 ] 6 . 19 For platinum, infinite thiolates and selenolates [Pt(-ER) 2 ] ∞ (E = S, Se) have been synthesized using a solvothermal method; …”

Section: Introductionmentioning

confidence: 99%

Tiara-like Octanuclear Palladium(II) and Platinum(II) Thiolates and Their Inclusion Complexes with Dihalo- or Iodoalkanes

2014

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A tiara-like octanuclear palladium thiolate complex, [Pd(-SCH 2 CO 2 Me) 2 ] 8 that has a toroidal structure, was synthesized via reactions of either PdCl 2 with methyl thioglycolate/N,N-diisopropylethylamine (DIEA) (conventional method) or [PdCl 2 (MeCN) 2 ] with m-C 6 H 4 (CMe 2 SCH 2 CO 2 Me) 2 (alternative method). In the latter method, the tiara-like complex formed via the corresponding SCS-pincer complex and/or 1:1 PdCl 2 and ligand complexes. With respect to the platinum analogs, the alternative method efficiently produced the tiara-like octanuclear complex, [Pt(-SCH 2 CO 2 Me) 2 ] 8 , in high purity. Small molecules, such as CH 2 Cl 2 , ClCH 2 CH 2 Cl, CH 2 Br 2 , and CH 3 I, were accommodated in the inner voids of the tiara rings to form 1:1 inclusion complexes. These complexes are stabilized by weak CH···X hydrogen bonds (X = Cl or Br) between the methylene protons of four or eight axially positioned methoxycarbonylmethyl groups on the tiara rings and the halogen atoms of the guest molecules, as well as weak coordination of the halogen atoms to the transition-metal atoms.2

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“…The peak at 3.05 ppm reflects the signal of CH 2 in DSeDPA, while the peak of 2.62 ppm is assigned to the protons of CH 2 in SeDPA. 41 Accordingly, the peak of CH 2 close to selenium in DSeDPA detected by 13 C-NMR is 23.93 ppm, while that in SeDPA is 17.70 ppm. ( Supplementary Figures 1 and 2).…”

Section: Polymer Synthesis and Structural Analysismentioning

confidence: 96%

Development of a reduction-sensitive diselenide-conjugated oligoethylenimine nanoparticulate system as a gene carrier

Gu¹

2012

IJN

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Background:The reduction-sensitive cationic polymer is a promising nonviral carrier for gene delivery. Until now, disulfide bonds have been the only golden standard for its design. The aim of this research was to develop a novel reduction-responsive cationic polymer as a gene carrier. Methods: Polycationic carriers were synthesized by addition of branched oligoethylenimine 800 Da (OEI 800 ) via an active ester containing diselenide bonds. Disulfide bonds cross-linked with OEI 800 -SS x and monoselenide bonds linked with OEI 800 -Se x were synthesized and compared. Their molecular weights and degradation properties were determined using gel permeation chromatography. Changes in particle size, morphology, and DNA binding were investigated by dynamic light scattering, transmission electron microscopy, and electrophoresis assay in a reduction environment. Cytotoxicity and transfection in vitro were evaluated in a murine melanoma cell line (B16F10) and a human cervical epithelial carcinoma cell line (HeLa), while intracellular degradation and dissociation with DNA were studied by confocal laser scanning microscopy with FITC-labeled OEI 800 derivatives and Cy5-labeled DNA. Results: Diselenide-conjugated OEI 800 (OEI 800 -SeSe x ) polymer carriers of high molecular weight were successfully synthesized. After compacting with DNA, the OEI 800 -SeSe x polymers formed nanoparticles with an average size of 140 nm at an adequate C/P ratio. OEI 800 -SeSe x showed reduction-responsive degradation properties similar to those of the OEI 800 -SS x via gel permeation chromatography, dynamic light scattering, and transmission electron microscopy. OEI 800 -SeSe x showed much lower cytotoxicity than PEI 25k , and significantly higher transfection efficiency than OEI 800 in both B16F10 and HeLa cells. Transfection of luciferase in the OEI 800 -SeSe x group was comparable with that of standard PEI 25k and traditional reduction-sensitive polymer OEI 800 -SS x groups. Furthermore, intracellular degradation of OEI 800 -SeSe x and dissociation with DNA were also confirmed by confocal laser scanning microscopy. Conclusion:The OEI 800 -SeSe x obtained was able to bind plasmid DNA efficiently to yield nanosized particles and had reduction sensitivity which is as efficient as that for OEI 800 -SS x . In vitro experiments confirmed its low cytotoxicity and high transfection ability. Diselenide bonds can be used as effective and novel reduction-sensitive linkages for gene delivery.

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Palladium(II) and platinum(II) 2-(methoxycarbonyl)ethylselenolates: Synthesis, spectroscopy, structures and their conversion into metal selenide

Cited by 44 publications

References 45 publications

Palladium(II) and platinum(II) complexes of β-functionalized ethyl selenolates: Effect of substitution on synthesis, reactivity, spectroscopy, structures and thermal behavior

Palladium(II) and platinum(II) complexes of β-functionalized ethyl selenolates: Effect of substitution on synthesis, reactivity, spectroscopy, structures and thermal behavior

Tiara-like Octanuclear Palladium(II) and Platinum(II) Thiolates and Their Inclusion Complexes with Dihalo- or Iodoalkanes

Development of a reduction-sensitive diselenide-conjugated oligoethylenimine nanoparticulate system as a gene carrier

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