| Autor: |
Kaithal A; Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Corrensstraße 36, 48149 Münster, Germany., Sasmal HS; Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Corrensstraße 36, 48149 Münster, Germany., Dutta S; Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Corrensstraße 36, 48149 Münster, Germany., Schäfer F; Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Corrensstraße 36, 48149 Münster, Germany., Schlichter L; Westfälische Wilhelms-Universität Münster, Center for Soft Nanoscience (SoN) and Organisch-Chemisches Institut, Busso-Peus-Str. 10, 48149 Münster, Germany., Glorius F; Westfälische Wilhelms-Universität Münster, Organisch-Chemisches Institut, Corrensstraße 36, 48149 Münster, Germany. |
| Abstrakt: |
A catalytic approach of synthesizing the cis -selective saturated carbo- and heterocyclic germanium compounds (3D framework) is reported via the hydrogenation of readily accessible aromatic germanes (2D framework). Among the numerous catalysts tested, Nishimura's catalyst (Rh 2 O 3 /PtO 2 ·H 2 O) exhibited the best hydrogenation reactivity with an isolated yield of up to 96%. A broad range of substrates including the synthesis of unprecedented saturated heterocyclic germanes was explored. This selective hydrogenation strategy could tolerate several functional groups such as -CF 3 , -OR, -F, -Bpin, and -SiR 3 groups. The synthesized products demonstrated the applications in coupling reactions including the newly developed strategy of aza-Giese-type addition reaction (C-N bond formation) from the saturated cyclic germane product. These versatile motifs can have a substantial value in organic synthesis and medicinal chemistry as they show orthogonal reactivity in coupling reactions while competing with other coupling partners such as boranes or silanes, acquiring a three-dimensional structure with high stability and robustness. |
