Reactivity of intramolecularly coordinated aluminum compounds to R3EOH (E = Sn, Si). Remarkable migration of N,C,N and O,C,O pincer ligands

Dostál, Libor; Jambor, Roman; Růžička, Aleš; Jirásko, Robert; Cı́sařová, Ivana; Holeček, Jaroslav

doi:10.1016/j.jorganchem.2005.08.043

Cited by 13 publications

(3 citation statements)

References 46 publications

(47 reference statements)

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“…Se (Zhou et al, 2007); Sn (Baul et al, 2005a;Baul et al, 2005b;Baul et al, 2005c;Baul et al, 2006a;Baul et al, 2006b;Baul et al, 2006c;Baul et al, 2007a;Baul et al, 2008;Dostál et al, 2006b;Dostál et al, 2007b;Chalupa et al, 2006;Jirásko et al, 2007;Kolářová et al, 2004); Sn and Si (Beckmann et al, 1998) [2M+H] +…”

Section: Z=na K LI Agunclassified

“…Numerous interesting articles have been published on the MS of complex organotin compounds. Organotin complexes that contain so-called pincer ligands were studied with ESI-MS (Kolářová et al, 2004;Dostál et al, 2006bDostál et al, , 2007bHolčapek et al, 2006;Bouška et al, 2009) with an ion-trap analyzer. Their spectra are strongly dependent on the character of other substituents and ligands, which are directly bonded to the tin atom.…”

Section: Organotin Compoundsmentioning

confidence: 99%

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Structural analysis of organometallic compounds with soft ionization mass spectrometry

Jirásko

Holčapek

2010

Mass Spectrometry Reviews

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The analysis of organometallic compounds with mass spectrometry has some special features in comparison with organic and bioorganic compounds. The first step is the choice of a suitable ionization technique, where the electrospray ionization is certainly the best possibility for most classes of organometallic compounds and metal complexes. Some ionization mechanisms of organometallic compounds are comparable to organic molecules, such as protonation/deprotonation, and adduct formation with sodium or potassium ions; however, in many cases, different mechanisms and their combinations complicate the spectra interpretation. Organometallics frequently undergo various types of adduct and polymerization reactions that result in significantly higher masses observed in the spectra in comparison to molecular weights of studied compounds. Metal elements typically have more natural isotopes than common organic elements, which cause characteristic wide distributions of isotopic peaks; for example, tin has ten natural isotopes. The isotopic pattern can be used for the identification of the type and number of metal elements in particular ions. The ionization and fragmentation behavior also depend on the type of metal atom; therefore, our discussion of mass spectra interpretation is divided according to the different type of organometallic compounds. Among various types of mass spectrometers available on the market, trap-based analyzers (linear or spherical ion-traps, Orbitrap) are suitable to study complex fragmentation pathways of organometallic ions and their adducts, whereas high-resolution and high-mass accuracy analyzers (time-of-flight-based analyzers, or Fourier transform-based analyzers-Orbitrap or ion cyclotron resonance mass spectrometers) provide accurate masses applicable for the determination of the elemental composition of individual ions.

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Section: Z=na K LI Agunclassified

Section: Organotin Compoundsmentioning

confidence: 99%

Structural analysis of organometallic compounds with soft ionization mass spectrometry

Jirásko

Holčapek

2010

Mass Spectrometry Reviews

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“…Their crystallographic data are summarized in Table S10 and selected bond distances and angles in Table S11, where these parameters are gathered with computed values (see below) and experimental data published earlier, for the sake of comparison . The geometry of the tetraorganotin compound 10 (Scheme ) is nearly perfectly tetrahedral, with an average C−Sn−C angle of 109.42° (to be compared with 109.22° for 1 ) and 109.46° for the unsubstituted Ph 4 Sn analogue, the largest deviation from ideal tetrahedral shape being found for C(11)−Sn−C(41) 118.63° (116.98° for 1 and 111.2° in Ph 4 Sn) . The Sn−C bond distances are almost identical to the corresponding bond distances in 1 .…”

Section: Resultsmentioning

confidence: 99%

Organotin(IV) Derivatives of Some O,C,O-Chelating Ligands. Part 2

et al. 2007

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A new O,C,O-chelating ligand [2,6-C6H3(CH2OEt)2]- and its organotin(IV) derivatives, LSnPh3, LSnPh2Cl, and LSnPhCl2 (4 − 6), were prepared and structurally characterized in solution as well as in the solid state by NMR and XRD techniques. The structure of these compounds was compared to those of analogous compounds containing ligands of the type [2,6-C6H3(CH2OR)2]-, where R = Me, i-Pr, and t-Bu, on the basis of various NMR spectral parameters, mainly on n J(1H−119Sn) long-range couplings, solid-state structure determinations, and theoretical calculations at the B3LYP/LANL2DZ level. All of these methods showed that the structure is similar in all three phases (solid, solution, and in silico), but that it dramatically depends on the R substituent in the O,C,O-pincer ligand.

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Aluminum(III) complexes containing O,O chelating ligand

Dostál¹,

Jambor²,

Cı́sařová³

et al. 2007

Applied Organom Chemis

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The stoichiometric reactions of trimethylaluminum with 2,6-(MeOCH 2 ) 2 C 6 H 3 OH (LH) revealed compounds L 3 Al (1) and L 2 AlMe (2). On the other hand reaction of 1 equiv. of LH with trimethylaluminum did not lead to the formation of complex LAlMe 2 (3), rather 2 together with Me 3 Al were observed as a result of a disproportionation of 3. Compounds 1 and 2 were characterized by elemental analysis, 1 H and 13 C NMR spectroscopy and in the case of 1 by X-ray diffraction. Derivative 2 underwent transmetalation with Ph 3 SnOH, giving LSnPh 3 (4) as the result of a migration of ligand L from the aluminum to the tin atom. The identity of 4 was established by elemental analysis, 1 H, 13 C and 119 Sn NMR spectroscopy and 1 H, 119 Sn HMBC experiments. The system 2 and B(C 6 F 5 ) 3 in a 1 : 1 molar ratio was shown to be active in the polymerization of propylene oxide and ε-caprolactone.

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Reactivity of intramolecularly coordinated aluminum compounds to R3EOH (E = Sn, Si). Remarkable migration of N,C,N and O,C,O pincer ligands

Cited by 13 publications

References 46 publications

Structural analysis of organometallic compounds with soft ionization mass spectrometry

Structural analysis of organometallic compounds with soft ionization mass spectrometry

Organotin(IV) Derivatives of Some O,C,O-Chelating Ligands. Part 2

Aluminum(III) complexes containing O,O chelating ligand

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