626-22-2Relevant articles and documents
Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes
Hu, Dandan,Liu, Jiayue,Ren, Hongjun,Song, Jinyu,Zhang, Jun-Qi,Zhu, Guorong
, p. 786 - 790 (2022/01/28)
A scalable cyanation of gem-difluoroalkenes to (hetero)arylacetonitrile derivatives was developed. This strategy features mild reaction conditions, excellent yields, wide substrate scope, and broad functional group tolerance. Significantly, in this reacti
Styrylbenzene organogels and how the cyano groups tune the aggregation-induced emission
Domínguez, Rocío,García-Martínez, Joaquín C.,Navarro, Amparo
, (2021/05/26)
Fluorescence switching of π-gelators has emerged as a field of great interest because of their promising applications. In this work we present two families of luminogens based on bis(styrylbenzene) and bis(α-cyanostyryl)benzene that incorporate acetamido groups and hydrocarbon chains to induce gelation. The presence of cyano groups in the molecular skeleton produces Aggregation Induced Emission (AIE) from solution to the gel while their absence gives the Aggregation Caused Quenching (ACQ) effect. Density Functional Theory calculations were performed in order to shed light on the origin of these opposite phenomena. The bis(styrylbenzene) compound showed a high quantum yield in solution and nearly planar structure was theoretically predicted. A significant drop in the quantum yield was observed after gelation, probably due to the π-π intermolecular interactions favoured by the planar scaffold. In contrast, the more twisted structure predicted for the cyano compounds could prevent such π-π intermolecular interactions and this would favour fluorescence emission. In addition, the twisted molecular structure predicted for the cyano derivative could induce Z/E photosiomerisation that suppresses the emission in solution. However, the framework of intermolecular contacts that arises during the gelation process could restrict torsional motions to the detriment of photoisomerization, thus resulting in AIE-active compounds. Furthermore, the reorganisation energy and Huang–Rhys factors associated with the non-radiative relaxation were calculated. The highest values were found for some vibrational modes in the low energy region in the case of the cyano compound and these could contribute to the non-radiative relaxation in solution. These intramolecular motions could be blocked in the gel, thus increasing the fluorescence emission. The introduction of cyano groups in the carbon scaffold could therefore provide a strategy for the rational design of new active AIE organogels.
Corresponding amine nitrile and method of manufacturing thereof
-
Paragraph 0136; 0137; 0142, (2018/05/24)
The invention relates to a preparation method of nitrile. Compared with the prior art, the preparation method has the characteristics of obvious reduction of the usage amount of ammonia sources, low environmental pressure, low energy consumption, low production cost, high purity and yields of nitrile products, and the like, and can be used for obtaining nitrile with a more complex structure. The invention also relates to a method for preparing corresponding amine with nitrile.
