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  • 1
    Electronic Resource
    Electronic Resource
    Pulmonary uptake of bupivacaine in isolated perfused rat lung (1995)
    Springer
    Naunyn-Schmiedeberg's archives of pharmacology 351 (1995), S. 99-106 
    Details
    ISSN: 1432-1912
    Keywords: Lung perfusion ; Bupivacaine ; Fluorochrome-labeled capillaries ; First-pass retention ; Inulin ; Tritium-labeled water
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract The ability of rat lung to remove the local anaesthetic drug bupivacaine from the blood was studied in isolated organs which were perfused either in an open (single-pass mode) or in a closed system (recirculating medium). Isolated perfused rat lungs exhibited a very low capacity to metabolize bupivacaine within 3 h during which the drug circulated continuously through the organ. The clearance values differed only by 0.2 ml/min from the control parameters in sham perfusions. The calculated extraction ratio was 0.2% and the elimination half-life was about 210 min. The volume of distribution of bupivacaine was 133 ml which remarkably surmounted the reference values obtained for sham perfusions. The distribution of bupivacaine into the pulmonary tissue was investigated applying the multiple indicator dilution technique to isolated lungs perfused in the single-pass mode. The mean elimination time of model compounds for distribution into the intravascular space, 14C-inulin, and the total water space, 3H-water, were 68 and 75 s at a flow rate of 6 ml/min. The volume of distribution was 5.9 ml for inulin and 6.5 ml for water. The mean transit time for concomitantly injected bupivacaine was 221 s and the volume of distribution was 14.4 ml. The respective parameters of sham perfusions performed without an isolated organ were substantially lower, i.e. mean elimination time 50, 50 and 61 s and distribution volume 4.9, 5.0 and 6.1 ml for inulin, water and bupivacaine. The volume of distribution during single-pass contact of bupivacaine to lung was not substantially influenced by an increase of the flow rate from 6 to 9 and 12 ml/min whereas the mean transit time dropped from 221 to 121 and 108 s, respectively. These results support the assumption that bupivacaine is extensively retained by the pulmonary tissue and that elimination of bupivacaine by metabolism can be neglegted for lung. The hemodynamic parameters of bronchiolar perfusion in the artificially perfused lung were determined using two fluorochrome-labeled macromolecular proteins, i.e. fluorescein-isothiocyanate (FITC)- and lissamine-rhodamine-B 200 (RB 200)-labeled globulin. After 10 min of perfusion at a flow rate of 12 ml/min in the closed system an area of 10.8070 of the peribronchiolar tissue area contained the dye-label FITC. A very similar index (10.1%) of dye-coloured capillaries was obtained when the lungs of anaesthetized rats were examined 10 min after intravenous injection of the fluorochrome into the pulmonary artery in vivo. In isolated perfused rat lungs receiving both FITC and RB 200 59.5% of FITC-labeled capillaries were reached by the second fluorochrome within 2 s. This fraction accounted for 93.3% after 10 s of circulation time. This proves that isolated rat lungs were well perfused in vitro.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00169070
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  • 2
    Electronic Resource
    Electronic Resource
    Pulmonary uptake of bupivacaine in isolated perfused rat lung (1994)
    Springer
    Naunyn-Schmiedeberg's archives of pharmacology 351 (1994), S. 99-106 
    Details
    ISSN: 1432-1912
    Keywords: Key words Lung perfusion ; Bupivacaine ; Fluorochrome-labeled capillaries ; First-pass retention ; Inulin ; Tritium-labeled water
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract The ability of rat lung to remove the local anaesthetic drug bupivacaine from the blood was studied in isolated organs which were perfused either in an open (single-pass mode) or in a closed system (recirculating medium). Isolated perfused rat lungs exhibited a very low capacity to metabolize bupivacaine within 3 h during which the drug circulated continuously through the organ. The clearance values differed only by 0.2 ml/min from the control parameters in sham perfusions. The calculated extraction ratio was 0.2% and the elimination half-life was about 210 min. The volume of distribution of bupivacaine was 133 ml which remarkably surmounted the reference values obtained for sham perfusions. The distribution of bupivacaine into the pulmonary tissue was investigated applying the multiple indicator dilution technique to isolated lungs perfused in the single-pass mode. The mean elimination time of model compounds for distribution into the intravascular space, 14C-inulin, and the total water space, 3H-water, were 68 and 75 s at a flow rate of 6 ml/min. The volume of distribution was 5.9 ml for inulin and 6.5 ml for water. The mean transit time for concomitantly injected bupivacaine was 221 s and the volume of distribution was 14.4 ml. The respective parameters of sham perfusions performed without an isolated organ were substantially lower, i.e. mean elimination time 50, 50 and 61 s and distribution volume 4.9, 5.0 and 6.1 ml for inulin, water and bupivacaine. The volume of distribution during single-pass contact of bupivacaine to lung was not substantially influenced by an increase of the flow rate from 6 to 9 and 12 ml/min whereas the mean transit time dropped from 221 to 121 and 108 s, respectively. These results support the assumption that bupivacaine is extensively retained by the pulmonary tissue and that elimination of bupivacaine by metabolism can be neglegted for lung. The hemodynamic parameters of bronchiolar perfusion in the artificially perfused lung were determined using two fluorochrome-labeled macromolecular proteins, i.e. fluorescein-isothiocyanate (FITC)- and lissamine-rhodamine-B 200 (RB 200)-labeled globulin. After 10 min of perfusion at a flow rate of 12 ml/min in the closed system an area of 10.8% of the peribronchiolar tissue area contained the dye-label FITC. A very similar index (10.1%) of dye-coloured capillaries was obtained when the lungs of anaesthetized rats were examined 10 min after intravenous injection of the fluorochrome into the pulmonary artery in vivo. In isolated perfused rat lungs receiving both FITC and RB 200 59.5% of FITC-labeled capillaries were reached by the second fluorochrome within 2 s. This fraction accounted for 93.3% after 10 s of circulation time. This proves that isolated rat lungs were well perfused in vitro.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00169070
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  • 3
    Electronic Resource
    Electronic Resource
    Ein ungewöhnliches Paar Bis(phosphido)-verbrückter Dieisencarbonylkomplexe: [Fe2(CO)n{μ-P(tBu)2}(μ-PCy2)] (n = 5 und 6) (1992)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 1379-1382 
    Details
    ISSN: 0009-2940
    Keywords: Bis(phosphido)-bridged diiron hexa(penta)carbonyl complexes, molecular structures ; Steric strain ; Iron-iron double bond ; Calculations, EHT ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: An Unusual Pair of Bis(phosphido)-Bridged Diiron Carbonyl Complexes: [Fe2(CO)n{μ-P(tBu)2}(μ-PCy2)] (n = 5 and 6)Treatment of Na[Fe2(CO)6(μ-CO){μ-P(tBu)2}] with Cy2PCl gives [Fe2(CO)6{μ-P(tBu)2}(μ-PCy2)] (1) which loses CO on heating in toluene to afford [Fe2(CO)5{μ-P(tBu)2}(μ-PCy2)] (2). Complexes 1 and 2 have been characterized spectroscopically and by X-ray analyses. The central Fe2P2 unit in 1 is exactly planar whereas in 2 it is somewhat folded.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19921250612
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  • 4
    Electronic Resource
    Electronic Resource
    Komplexe mit Metall-Phosphor-Dreifachbindungen als mögliche Intermediate der Umsetzungen von Chlorophosphiniden-Komplexen mit Metallaten verschiedener ÜbergangsmetalleHerrn Professor Max Herberhold zum 60. Geburtstag gewidmet. (1996)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 129 (1996), S. 973-979 
    Details
    ISSN: 0009-2940
    Keywords: M2P2 tetrahedral complexes ; Phosphido ligand complexes as intermediates ; Ni2P4O distorted prismane framework ; CO incorporation ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Complexes with Metal-Phosphorus Triple Bonds as Possible Intermediates in the Reactions between Chlorophosphinidenes and Metalates of Various Transition MetalsThe reaction of [{M′(CO)5}2PCl] (M′ = Cr, W) with various metalates ([Cp′Mo(CO)3]-, [Cp * Ni(CO)]-, [Cr2(CO)10]2-) yields the M2P2 tetrahedral complexes [(MLn)2(μ,η2- P2){M′(CO)5}2] (MLn = Cp*Ni, M′= Cr (1), W (2); MLn = Cp′Mo(CO)2, M′ = Cr (4); Cp* = η5-C5Me5, Cp* = η5C5H3tBu2) and the cyclo-P4 compound [{Cr(CO)4}(η4-P4){Cr(CO)5}4] 6. As side products the distorted prismane [(Cp*Ni)2{μ4,η4-(P2-O-P2)}{W(CO)5}2] 3 and the diphosphino-methanone complex [{Cp′Mo(CO)2}2{μ4η2-PC(O)P}-{Cr(CO)5}2] 5 are formed. The complexes are characterised by NMR, IR, MS, and X-ray structure analysis (1-5). Studying the reaction pathway provided evidence of phosphido intermediates of the type [LnM≡P→M′Ln].
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19961290816
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  • 5
    Electronic Resource
    Electronic Resource
    [CR(CO)5PCl3]  -  A Starting Material for Phosphorus-Rich Px Ligand ComplexesDedicated to Prof. Dr. Joachim Strähle on the occasion of his 60th birthday. (1997)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 130 (1997), S. 1299-1304 
    Details
    ISSN: 0009-2940
    Keywords: P ligands ; P-P bond formation reaction ; Molybdenum ; Chromium ; Nickel ; Carbonyl complexes ; Main group elements ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: [Cr(CO)5PCl3] reacts with different metallates K[CpxMo(CO)3] [Cpx = ·5-C5H4tBu (Cp]), ·5-C5H3tBu2-1,3 (Cp))], K[CpFe(CO)2], K[Cp]Cr(CO)3], K[C}*Ni(CO)] and Na2[Cr2(CO)10] at -78°C in THF to yiel various P2, cyclo- P3 and cyclo-P5 ligand complexes of the formulae [Cp] Mo(CO)2 (.2-P3)] (1a), [Cp]Mo(CO)2(.3-P3)] (1b), [{CP'Mo-(CO)2}2(μ,.2-P2)] (2a), [{Cp]Mo(CO)2}2(μ, ·2-P2)] (2b), [Cp]Fe).5-P5)] (3), [(Cp'Cr)2(μ,.5-P5)] (4), [{Cp]Cr(CO)2}2-(μ,.2-P2)] (5), [(Cp*Ni)2(μ,.2-P2){Cr(CO)5}2] (6). [{(CO)5Cr}Cl2PPCl2{Cr(CO)5}] (7) and [{Cr(CO)5}2PCl (8). Comprehensive studies of the reaction pathway leading to formation of the cyclo-P3 product 1a give strong indications that a sequence involving metal-halogen exchange and stepwise P-P bond formation takes place, proceeding via [{CO}5Cr}Cl2PPCl2{Cr(CO)5}] (7) and the cyclo-P3 precursor compond [{Cp]Mo(CO)3}{Cp'Mo(CO)2}2{Cr(CO)5}(μ,.3:1:1-P3)] (9). The latter two complexes have been isolated and structurally characterized.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19971300919
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  • 6
    Electronic Resource
    Electronic Resource
    Gezielte Synthese von Sulfinato-O- und -S-Komplexen einiger Übergangsmetalle, XI. Bindungsisomerie bei Sulfinato-Komplexen von Zink(II) (1975)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 108 (1975), S. 291-300 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Directed Synthesis of Sulfinato-O and -S Complex of Transition Metals, XI. Linkage Isomerism in Sulfinato Complexes of Zinc(II)Starting from the sulfinato-O, O′ complexes (RSO2)2Zn(OH2)2(1a, b) the mono-, bis-, and tris(2, 2′-bipyridyl) complexes 2a, b, 3a, b, and 4a, b are produced according to equation (1) by stepwise addition of 2, 2′-bipyridyl. In the case of the bis(2, 2′-bipyridyl) complexes 3a, b the linkage-isomeric sulfinato-O and -S complexes 3aO, 3bO, and 3aS, 3bS are obtained. From 4a, b 1 mole of 2, 2′-bipyridyl can be eliminated reversibly with acetone according to equation (7) with formation of 3aO and 3aO. The newly prepared compounds were characterized on the basis of their i. r. spectra. In the case of 4a, b DTA, TG, and DTG measurements were carried out.
    Notes: Gemäß Gl. (1) gelingt, ausgehend von den Sulfinato-O, O′-Komplexen (RSO2)2zn(OH2)2 (1a, b), die schrittweise Addition von 2,2′-Bipyridyl, wobei die Mono-, Bis-und Tris(2,2′-bipyridyl)-Komplexe 2a, b, 3a, b und 4a, b entstehen. Im Falle der Bis(2,2′-bipyridyl)-Komplexe 3a, b wurden die bindungsisomeren Sulfinato-O-und-S-Komplexe 3aO, 3bO und 3aS, 3bs erhalten. Aus 4a, b läβt sich mit Aceton reversibel ein mol 2, 2′-Bipyridyl gemäß Gl. (7) unter Bildung von 3aO und 3bO abspalten /die neu dargestellten Verbindungen werden IR-spektroskopisch charakterisiert. Im Falle von 4a, b sind DTA-, TG- und DTG-Messungen durchgeführt worden.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19751080137
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  • 7
    Electronic Resource
    Electronic Resource
    Über ein neues Chlorfluorid-CIF3 (1930)
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 190 (1930), S. 270-276 
    Details
    ISSN: 0863-1786
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Neben den1 Chlor-1-fluorid besteht auch ein Chlor-3-fluorid, welches durch Erhitzen von CI2 oder CIF mit überschüssigem F2 dar- gestellt wird. Die umkehrbare Reaktion CIF + F2 ⇆ CIF3 führt zu einem Gleichgewicht, in dem bei 250° Zahl der CIF-Moleküle ein Mehrfaches der CIF3-Moleküle ist. Die Zusammensetzung des neuen Fluorids is durch Analysen und Dichtebestimmungen sichergestellt. Seine physikalischen und chemischen Eigenschaften werden mit - geteilt.Besonders bemerkenswert ist die Lebhaftigkeit und die Mannigfaltigkeit der Reaktionen des CIF3.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/zaac.19301900127
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  • 8
    Electronic Resource
    Electronic Resource
    PPh4[As3S3Cl4] und PPh4[As3S3Br4] (1988)
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 557 (1988), S. 91-97 
    Details
    ISSN: 0044-2313
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: PPh4[As3S3Cl4] and PPh4[As3S3Br4]When As2S3 reacts with PPh4X and HX in 1,2-C2H4X2 (X = Cl, Br), the title compounds are obtained as minor products; the main products are PPh4[As2SX5]. Their crystal structures were determined by X-ray diffraction. PPh4[As3S3Cl4]: a = 1187.7, b = 1090.9, c = 1191.8 pm, α = 82.91, β = 88,93, γ = 88.52°; twins with twin plane (100); R = 0.109 for 1618 observed reflexions of one twin crystal. PPh4[As3S3Br4]: a = 1119.7, b = 1177.5, c = 1204.1 pm, α = 81.59, β = 85.88, γ = 88.25°; R = 0.061 for 2331 observed reflexions. Both compounds crystallize in the space group P1, Z = 2, and can be considered to be isotypic. Nevertheless, PPh4[As3S3Br4] does not form twins as PPh4[As3S3Cl4]. The crystals consist of PPh4+ and [As3S3X4]- ions. In the anions, the three As atoms of an As3S3 ring in the chair conformation are commonly joined to an X atom and each As atom is bonded to one further terminal X atom. Cations and anions are packed in alternating layers.
    Notes: Bei der Reaktion von As2S3 mit PPh4X und HX in 1,2-C2H4X2 (X = Cl, Br) entstehen die Titelverbindungen als Nebenprodukte; das Hauptprodukt ist jeweils PPh4[As2SX5]. Ihre Kristallstrukturen wurden durch Röntgenbeugung bestimmt. PPh4[As3S3Cl4]: a = 1187,7, b = 1090,9, c = 1191,8 pm, α = 82,91, β = 88,93, γ = 88,52°; Zwillinge nach (100); R = 10,9% für 1618 beobachtete Reflexe eines Zwillingsindividuums, die nicht mit Reflexen des anderen Individuums zusammenfallen. PPh4[As3S3Br4]: a = 1119,7, b = 1177,5, c = 1204,1 pm, α = 81,59, β = 85,88, γ = 88,25°; 2331 beobachtete Reflexe, R = 6,1%. Beide Verbindungen kristallisieren in der Raumgruppe P1 (triklin), Z = 2, und können als isotyp angesehen werden. Trotzdem bildet PPh4[As3S3Br4] im Gegensatz zu PPh4[As3S3Cl4] keine Zwillinge. Die Kristalle sind aus PPh4+-Ionen und [As3S3X4]--Ionen aufgebaut. Die Anionen bestehen aus einem As3S3-Ring in der Sesselkonformation, an jedes As-Atom ist ein terminales X-Atom gebunden und das vierte X-Atom ist an alle drei As-Atome gebunden. Kationen und Anionen sind in sich abwechselnden Schichten gepackt.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/zaac.19885570109
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  • 9
    Electronic Resource
    Electronic Resource
    Molekülstruktur von 2,2-Bis(diisopropoxyphosphonyl)propyl-methylzinndibromid (1993)
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 619 (1993), S. 859-864 
    Details
    ISSN: 0044-2313
    Keywords: 2,2-Bis(diisopropoxyphosphonyl)propyl methyltin dibromide ; synthesis ; crystal structure ; n.m.r. data ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Molecular Structure of 2,2-Bis(diisopropoxyphosphonyl)propyl Methyltin DibromideBy methylation of Me3SnCH2CH[P(O)(OPr-i)2]2 with NaH/MeI Me3SnCH2C(Me)[P(O)(OPr-i)2]2 (1) is obtained, which is converted by bromine into the dibromide MeBr2SnCH2C(Me)[P(O)(OPr-i)2]2 (2). An X-ray crystal structure analysis shows 2 to be monomeric. The tin atom is situated in the centre of a distorted octahedron, in which the functional substituent is intramolecular coordinated as tridentate ligand in a facial mode. The two organo groups are arranged in trans-position (C—Sn—C 155.1°), whereas the oxygen and bromine atoms are orientated cis to each other. The six-membered ring of the bicyclic molecular fragment of 2 which results from the coordination of the functional organo group to the tin atom shows a boat-conformation, whereas the two five-membered rings exist in twist-conformations. Multinuclear n.m.r. and i.r. data show that 2 retains its solid state structure also in nonpolar solvents.
    Notes: Durch Methylierung von Me3SnCH2CH[P(O)(OPr-i)2]2 mittels NaH/MeI erhält man Me3SnCH2C(Me)[P(O)(OPr-i)2]2 (1), das mit Brom in das Dibromid MeBr2SnCH2C(Me)[P(O)(OPr-i)2]2 (2) überführt wird. Nach der Röntgenkristallstrukturanalyse ist 2 im Festkörper monomer. Das Zinnatom befindet sich im Zentrum eines verzerrten Oktaeders, in dem der funktionelle Substituent intramolekular als tridentater Ligand in facialer Anordnung koordiniert ist. Die beiden Organoreste sind trans-ständig angeordnet (C—Sn—C 155,1°), während sich die Sauerstoff- und Bromatome in cis-Anordnung zueinander befinden. Der Sechsring des aus der Koordination des funktionellen Organorestes am Zinnatom resultierenden bicyclischen Molekülfragmentes von 2 weist Wannenkonformation auf, während die beiden Fünfringe in Twist-Konformationen vorliegen. Multikern-NMR- und IR-Daten belegen, daß 2 seine Festkörperstruktur auch in unpolaren Lösungsmitteln beibehält.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/zaac.19936190509
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  • 10
    Electronic Resource
    Electronic Resource
    C-Stannylmethylierte N-Acetyl- und N-Formyl-aminomalonsäure-DerivateProfessor Kurt Issleib in memoriam (1995)
    Weinheim : Wiley-Blackwell
    Zeitschrift für anorganische Chemie 621 (1995), S. 63-71 
    Details
    ISSN: 0044-2313
    Keywords: diethyl triorganostannylmethyl N-acyl aminomalonates ; ethyl 3-(trimethylstannyl)-N-acyl alaninates ; 1,2-oxastannolane ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: C-Stannylmethylated N-Acetyl- and N-Formyl-aminomalonic Acid DerivativesTin compounds of the type Me3SnCH2C(NHCOR) · (COOEt)2 (1: R = CH3; 2: R = H) are synthesized by reaction of acylaminomalonates with iodomethyl trimethylstannane. The halogenation of 1 and 2 yields the halostannylsubstituted compounds Me3-nXnSnCH2C(NHCOR)(COOEt)2 3-6 (R = Me, H; n = 1, 2; X = Cl, Br). The decarbethoxylation (KRAPCHO reaction) of 1 and 2 gives ethyl 3-(trimethylstannyl)-N-acyl alaninates (7 and 8). With one equivalent KOH 1 and 2 are transformed into the monoethyl malonates of the type Me3SnCH2C(NHCOR)(COOH)(COOEt) (9: R = CH3), which convert simultaneously under decarboxylation into 7 and 8 and by cyclisation under elimination of methane into the 1,2-oxastannolane derivatives 10 and 11. IR, NMR data and the determination of the crystal structure reveal for MeBr2SnCH2C(NHCOCH3)(COOEt)2 (5) hexacoordinated tin by intramolecular coordination of the amide-CO and one of the ester-CO groups.
    Notes: Zinnverbindungen des Typs Me3SnCH2C(NHCOR)(COOEt)2 (1: R = CH3; 2: R = H) werden durch Umsetzung von Acylaminomalonsäureestern mit Iodomethyltrimethylstannan dargestellt. Die Halogenierung von 1 und 2 liefert die halogenostannylsubstituierten Verbindungen Me3-nXnSnCH2C(NHCOR)(COOEt)2 3-6 (R = Me, H; n = 1, 2; X = Cl, Br). Die Decarbethoxylierung (KRAPCHO-Reaktion) von 1 und 2 führt zu 3-(Trimethylstannyl)-N-acyl-alaninethylestern (7 und 8). Mit einem Äquivalent KOH werden 1 und 2 in die Monoethylester des Typs Me3SnCH2C(NHCOR)(COOH)(COOEt) (9: R = CH3) überführt, die sich in Folgereaktionen sowohl unter Decarboxylierung zu 7 bzw. 8 als auch durch Cyclisierung unter Methanabspaltung zu den 1,2-Oxastannolanderivaten 10 bzw. 11 umwandeln. IR-, NMR-Daten und die Bestimmung der Kristallstruktur beweisen für MeBr2SnCH2C(NHCOCH3)(COOEt)2 (5) hexakoordiniertes Zinn durch intramolekulare Koordination der Amid-CO- sowie einer Ester-CO-Gruppe.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/zaac.19956210112
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