921595-36-0Relevant academic research and scientific papers
The transannular interaction germanium-nitrogen in germocanes: The influence of substituents
Lermontova, Elmira Kh.,Selina, Anastasia A.,Karlov, Sergey S.,Churakov, Andrei V.,Howard, Judith A. K.,et al.
, p. 5710 - 5724 (2008/10/09)
The reaction of RN(CH2CH2OH)CHR1CR2R 3OH (1-8) with a stoichiometric amount of tetrachloro(bromo)germane leads to the corresponding RN(CH2CH2O)(CHR1CR2R 3O)GeHal2 (9-21). Difluorenylgermocane 22 was prepared by treatment of diethoxydifluorenylgermane with N-methyldiethanolamine. Different dialkanolamines were found to be successive precursors of dimethylgermocanes, RN(CH2CH2O)(CHR1CR2R 3O)GeMe2 (23-26). The chemical properties of simple and easy to access germocanes RN(CH2CH2O)2GeX2 [X = OH, Br (28), Cl (29)] were studied and the difluoro (27), haloalkoxy(30-32), and dialkoxy (33, 34) derivatives were prepared. The structure s of the compounds 16, 20-22, and 26 were confirmed by X-ray diffractionand the structural features in solution of 23 and 26 were studied by NM R spectroscopy (NOEs). The relationship between the nature of substituents at different positions of the germocane skeleton and the strength of the intramolecular Ge ← N bond is discussed.
