Synthesis and Characterization of 3-Aminopropyl-phenyl Germanes

Abstract

Novel synthetic pathways for different 3-aminopropyl germanes are shown in this work. For this purpose, in Synthetic Route A, a corresponding germanium compound was metalated and, via salt metathesis, the corresponding protected 3-aminopropyl germane was formed. After the deprotection, the corresponding amino hydrochlorides were isolated. After a neutralization reaction, the 3-aminopropyl germanes were formed. With 3-aminopropyl-diphenyl-germanium hydride, (H2N(CH2)3)Ph2GeH, a new bifunctional building block was isolated. To form the corresponding 3-aminopropyl‑chloro germanes ((CyHN(CH2)3)Ph2GeCl and (H2N(CH2)3)Ph2GeCl), diphenyl‑chloro germane was used in a hydrogermylation to form the corresponding amines (Synthetic Route B). All compounds were characterized by state-of-the-art techniques, including single crystal X-ray diffraction for selected compounds.