763-33-7Relevant articles and documents
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Bullock,Gregory
, p. 332,335 (1965)
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Syntheses, structures, and electronic properties of the branched oligogermanes (Ph3Ge)3GeH and (Ph3Ge) 3GeX (X = Cl, Br, I)
Samanamu, Christian R.,Amadoruge, Monika L.,Yoder, Claude H.,Golen, James A.,Moore, Curtis E.,Rheingold, Arnold L.,Materer, Nicholas F.,Weinert, Charles S.
experimental part, p. 1046 - 1058 (2011/04/25)
The branched oligogermanium hydride (Ph3Ge)3GeH was synthesized via a hydrogermolysis reaction from GeH4 and Ph 3GeNMe2 and was converted to the halide series of compounds (Ph3Ge)3GeX (X = Cl, Br, I) upon reaction with [Ph3C][PF6] in CH2X2 solvent (X = Cl, Br, I). These species were fully characterized by NMR (1H and 13C) and UV/visible spectroscopy, cyclic voltammetry, and elemental analysis. In addition, (Ph3Ge)3GeH was analyzed by 73Ge NMR spectroscopy and exhibits two resonances at δ -56 and -311 ppm. A Ge-H coupling constant of 191 Hz was observed in the proton-coupled 73Ge NMR spectrum of (Ph3Ge)3GeH. The X-ray crystal structures of (Ph3Ge)3GeH and (Ph 3Ge)3GeX (X = Cl, Br, I) were obtained and represent the first examples of branched oligogermane hydrides or halides to be characterized in this fashion. The Ge-Ge bond distances in (Ph3Ge)3GeH are short (average value 2.4310(5) A), while those in the halide compounds (Ph3Ge)3GeX are similar to one another and range from 2.4626(7) to 2.4699(5) A. The UV/visible and cyclic voltammetry data for these species have been correlated with DFT computations, and excellent agreement was found between the experimental and theoretical data.
Chemie der α-Aminonitrile. 1. Mitteilung. Einleitung und Wege zu Uroporphyrinogen-octanitrilen
Ksander, Gary,Bold, Guido,Lattmann, Rene,Lehmann, Christian,Frueh, Thomas,et al.
, p. 1115 - 1172 (2007/10/02)
Chemistry of α-Aminonitriles I: Introduction and Pathways to Uroporphyrinogen-octanitriles.An introduction to experimental studies on the chemistry of α-aminonitriles potentially relevant to the problems of prebiotic chemistry is presented.The framework of conditions wherein the investigations is chosen to be carried out implies both molecular oxygen and - whenever feasible - water to be excluded from reaction conditions.This study focusses on 2-amino-2-propenenitrile (3) (Scheme 6) as central starting material of reaction sequences which aim at the nitrile forms of proteinogenic amino acids as well as at the aza forms of building blocks of biological cofactor molecules as their targets (Scheme 5).Schemes 13, 16, 23 as well as 25, and 26 summarize reaction sequences by which 3 is tranformed within the definied framework of conditions into the thermodynamic (statistically controlled) mixture of the four isomeric uroporphyrinogen-octanitriles 57-60.HPLC's of such mixtures document the dominance of the least symmetrical isomer whose constitutional pattern of peripheral substituents happens to be the one present in all biological porphinoids.Preparative procedures for the synthesis of 3 (Scheme 9), the β,β-disubstututed pyrrol-nitriles 30, 53, and 54 (Scheme 19) as well as the porphyrinogen-octakis(propionitrile) and -octakis(acetonitrile) 65 and 66, respectively (Scheme 24) are given.