Synthesis and characterization of 3-and 4-phenylgermatranes: X-ray crystal structures of N(CH2CH2O)(2)(CH2CHPhO)GeZ (Z = F, OSiMe3, C CPh) and N(CH2CH2O)(2)(CHPhCH2O)GeOHстатья

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[1] Synthesis and characterization of 3-and 4-phenylgermatranes: X-ray crystal structures of n(ch2ch2o)(2)(ch2chpho)gez (z = f, osime3, c cph) and n(ch2ch2o)(2)(chphch2o)geoh / E. V. Gauchenova, S. S. Karlov, A. A. Selina et al. // Journal of Organometallic Chemistry. — 2003. — Vol. 676, no. 1-2. — P. 8–21. Reaction of excess of product A [(HOCH2CH2)(2)NCH2CH(Ph)OH (1):(HOCH2CH2)(2)NCH(Ph)CH2OH (2) = 9:1] with GeCl4 led to a mixture of 1-chloro-3-phenylgermatrane (3) and 1-chloro-4-phenylgermatrane (4). Compound 4 was isolated in yield 9% from this mixture. Reaction of (EtO)(3)GeCl with product A gave 3 in yield 55%. 1-(Phenylethynyl)-3-phenylgermatrane (5) was prepared in yield 31% by treatment of (EtO)(3)GeCdropCPh with product A. Reaction of product A with mixture of GeO2 and H2O produced N(CH2CH2O)(2)(CH2CHPhO)GeOH (6) in yield 73%. The presence of N(CH2CH2O)(2)(CHPhCH2O)GeOH (7) among the products of this reaction was confirmed by H-1-, C-13-NMR spectroscopy and X-ray analysis. N(CH2CH2O)(2)(CH2CHPhO)GeF (8) is formed by the treatment of 6 with BF3 . Et2O. N(CH2CH2O)(2)(CH2CHPhO)GeOSiMe3 (9) was obtained by silylation of 6 with (Me3Si)(2)NH or Me3SiCl-Et3N. Refluxing of a suspension of 6 in xylene with continuous removal of water by azeotropic distillation afforded [N(CH2CH2O)(2)(CH(2)CHPh0)Ge](2)O (10). 9 reacted with SOCl2, Me3SiBr and Me3SiOTf to give N(CH2CH2O)(2)(CH2CHPhO)GeX (3, X = Cl; 11, X = Br; 12, X = OTf), respectively. Reaction of 11 with Et3SnOMe led to the formation of N(CH2CH2O)(2)(CH2CHPhO)GeO e (13). Germatranes N(CH2CH2O)(2)(CH2CHPhO)GeY [14, Y = Flu (fluorenyl); 15, Y = N(SiMe3)(2)] were obtained from the nucleophilic substitution of the substituent X in N(CH2CH2O)(2)(CH2CHPhO)GeX (X = OSiMe3, Br) with the corresponding LiY. All compounds were characterized by H-1- and C-13-NMR spectroscopy and mass spectrometry. Single-crystal structures of 5 and 7-9 were determined by X-ray diffraction studies. (C) 2003 Elsevier Science B.V. All rights reserved. [ DOI ]

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