Synthesis of fluorinated α-sila-β-diketones and their copper(II) complexes

Higashiya, Seiichiro; Banger, Kulbinder K.; Ngo, Silvana C.; Lim, Poay N; Toscano, Paul J.; Welch, John T.

doi:10.1016/s0020-1693(03)00115-4

Cited by 19 publications

(12 citation statements)

References 31 publications

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“…The largest distortion from regular square planar geometry is shown in the trans O-Cu-N angles [145.69(11)°and 140.36(11)°]. In similar structures the geometry around the metal centre was also considered as distorted square planar coordination with significant tetrahedral distortion [62][63][64][65][66][67][68]. Due to the coordination of the metal ion to the phenolic oxygen, reduced bond distances were observed for coordinated C-O [O1-C2 = 1.329(4) Å] compared to non-coordinated C-O [O4-C4 = 1.359(4) Å] bond lengths.…”

Section: Crystal Structure Of Copper(ii) Complexes 2a and 8amentioning

confidence: 99%

Anticancer and antifungal activity of copper(II) complexes of quinolin-2(1H)-one-derived Schiff bases

Creaven

Duff

Egan

et al. 2010

Inorganica Chimica Acta

207

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a b s t r a c tThe condensation of substituted aromatic aldehydes with 7-amino-4-methyl-quinolin-2(1H)-one (1) has lead to the isolation of quinolin-2(1H)-one derived Schiff bases (2-14). The copper(II) complexes (2a-14a) of the ligands were also prepared, and together with their corresponding free ligands were fully characterised by elemental analyses, spectral methods (IR, 1 H and 13 C NMR, AAS, UV-Vis), magnetic and conductance measurements. The bidentate ligands coordinated to the copper(II) ion through the deprotonated phenolic oxygen and the azomethine nitrogen of the ligands in almost all cases. X-ray crystal structures of two of the complexes, 5a and 8a, confirmed the bidentate coordination mode. All of the compounds were investigated for their antimicrobial activities against the fungus, Candida albicans, and against Gram-positive and Gram-negative bacteria. The compounds were found to have excellent antiCandida activity but were inactive against Staphylococcus aureus and Escherichia coli. Selected compounds (2-8 and 2a-8a) were also screened for their in vitro anticancer potential using the human hepatic carcinoma cell line, Hep-G 2 . Several derivatives were shown to be active comparable to that of cisplatin.

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Section: Crystal Structure Of Copper(ii) Complexes 2a and 8amentioning

confidence: 99%

Anticancer and antifungal activity of copper(II) complexes of quinolin-2(1H)-one-derived Schiff bases

Creaven

Duff

Egan

et al. 2010

Inorganica Chimica Acta

207

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“…As we have previously discussed [10,11], retrosynthetic analysis of the sila-b-diketone framework (Fig. 1) suggests that there are three possible disconnections.…”

Section: Resultsmentioning

confidence: 60%

“…1) in order to prepare a wide variety of sila-bdiketones [8][9][10][11]. In general, this method employs the condensation of the lithium salt of an acetyltrialkylsilane with an activated carbonyl compound, such as an acyl chloride [8][9][10][11].…”

Section: Resultsmentioning

confidence: 99%

“…Recently, we have reported on efforts to increase the volatility of homoleptic Cu(II) b-diketonate complexes by the incorporation of trialkylsilyl substituents in the supporting ancillary ligands [8][9][10][11]. In particular, the complex Cu(tmshd) 2 (where tmshd is the anion of 2,2,6,6-tetramethyl-2-silaheptane-3,5-dione) sublimes at a significantly lower temperature than its carbon analogue, Cu(tmhd) 2 (where tmhd is the anion of 2,2,6,6-tetramethylheptane-3,5-dione) [9] and is a viable, nonfluorinated candidate for MOCVD [8].…”

Section: Introductionmentioning

confidence: 99%

“…In particular, the complex Cu(tmshd) 2 (where tmshd is the anion of 2,2,6,6-tetramethyl-2-silaheptane-3,5-dione) sublimes at a significantly lower temperature than its carbon analogue, Cu(tmhd) 2 (where tmhd is the anion of 2,2,6,6-tetramethylheptane-3,5-dione) [9] and is a viable, nonfluorinated candidate for MOCVD [8]. Further, the silylated Cu(II) compounds generally show greater stability than the corresponding non-silylated complexes [9][10][11]; the larger differences between the sublimation and decomposition temperatures should allow for the ability to attenuate the properties of the complex to fit a specific MOCVD application.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Investigations into the preparation of sila-β-diketones via 2-trimethylsilyl-1,3-dithianes: structural characterization of a second polymorph of bis(2,2,6,6-tetramethyl-2-sila-3,5-heptanedionato)copper(II)

Claessen

Kornilov

Banger

et al. 2004

Journal of Organometallic Chemistry

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Synthesis of Metal Enolato Complexes

Vicente

2010

Patai's Chemistry of Functional Groups

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Introduction Synthesis from Ketones, Aldehydes and Esters Synthesis from Ketenes, Isocyanates and Acyl Halides Synthesis from Carbon Monoxide and Carbonyl Complexes Synthesis via Cleavage of Ethers and Related Compounds Synthesis from Oxo, Hydroxo or Alkoxo Complexes Oxygenation Reactions Miscellaneous Reactions Acknowledgments

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Synthesis of fluorinated α-sila-β-diketones and their copper(II) complexes

Cited by 19 publications

References 31 publications

Anticancer and antifungal activity of copper(II) complexes of quinolin-2(1H)-one-derived Schiff bases

Anticancer and antifungal activity of copper(II) complexes of quinolin-2(1H)-one-derived Schiff bases

Investigations into the preparation of sila-β-diketones via 2-trimethylsilyl-1,3-dithianes: structural characterization of a second polymorph of bis(2,2,6,6-tetramethyl-2-sila-3,5-heptanedionato)copper(II)

Synthesis of Metal Enolato Complexes

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