489433-02-5Relevant academic research and scientific papers
Synthesis and crystal structure of the germatrane E-N(CH) 2CH2O3GeC(Br)=C(Br)Ph
Selina, Anastasia A.,Karlov, Sergey S.,Harms, Klaus,Tyurin, Daniil A.,Oprunenko, Yuri F.,Lorberth, J?rg,Zaitseva, Galina S.
, p. 613 - 619 (2007/10/03)
The reaction of (phenylacetylenyl)triethoxygermane, (EtO) 3GeC≡CPh (3), with bromine in CHCl3/CCl4 solution leads to a mixture of Z- and E- (EtO)3GeC(Br)=C(Br)Ph (4) in the ratio Z/E = 3/1. Treatment of this product with N(CH2CH 2OH)3 affords a mixture of Z- and E-N(CH 2CH2O)3GeC(Br)=C(Br)Ph (2) in high yield. Compound E-2 was isolated in 16% yield. The molecular composition and the structure of all new compounds have been established by elemental analyses, 1H and 13C NMR spectroscopy. The crystal structure of E-2 is reported. The possible reasons for the different Z/E ratios in the products of the bromination of 3 and N(CH2CH2O) 3GeC≡CPh (1) are discussed using DFT calculations.
