A Spiro-Ge-Heterocyclic Compound Formation via Germylenoid and Formaldehyde: A Theoretical Study
| Autor: | Ming-Xia Zhang, Bing-Fei Yan, Xiao-Lin Zhang, Wenzuo Li |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Addition reaction Chemistry Formaldehyde 02 engineering and technology 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Potential energy Stationary point 0104 chemical sciences Germanium compounds chemistry.chemical_compound Heterocyclic compound Product (mathematics) Path (graph theory) Physical chemistry Physical and Theoretical Chemistry 0210 nano-technology |
| Zdroj: | Russian Journal of Physical Chemistry A. 94:2084-2090 |
| ISSN: | 1531-863X 0036-0244 |
| DOI: | 10.1134/s0036024420100349 |
| Popis: | Addition reaction of the germylenoid H2GeLiF (R1) and formaldehyde HCHO (R2) leading to the formation of a spiro-Ge-heterocyclic compound was investigated theoretically by using the M062X and QCISD methods for the first time. The geometries of the stationary points along the potential energy surfaces of the addition reaction were optimized at the M062X/6-311+G(d,p) level at first, and then the single-point energies were calculated at QCISD/6-311++G(d,p) level. The addition reaction of H2GeLiF and HCHO firstly generated an oxagermacyclopropane (c-H2GeOCH2, P1) and then P1 can further react with HCHO along two possible pathways (paths II and III). At the end of path II, one spiro-Ge-heterocyclic product (P2) forms, which is the 2,4-dioxagermolane. At the end of path III, the other spiro-Ge-heterocyclic product (P3) forms, which is the 2,5-dioxagermolane. According to the calculated barrier heights we can conclude that the path II is more favorable than path III. Therefore the dominant reaction pathway of the addition reaction between H2GeLiF and HCHO is that firstly R1 + R2 → P1 and then P1 + R2 → P2. The computational studies suggest that this reaction model can provide new ideas for the synthesis of heterocyclic germanium compounds. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full text from SpringerLink