55376-34-6Relevant articles and documents
Practical and regioselective amination of arenes using alkyl amines
Ruffoni, Alessandro,Juliá, Fabio,Svejstrup, Thomas D.,McMillan, Alastair J.,Douglas, James J.,Leonori, Daniele
, p. 426 - 433 (2019/05/01)
The formation of carbon–nitrogen bonds for the preparation of aromatic amines is among the top five reactions carried out globally for the production of high-value materials, ranging from from bulk chemicals to pharmaceuticals and polymers. As a result of this ubiquity and diversity, methods for their preparation impact the full spectrum of chemical syntheses in academia and industry. In general, these molecules are assembled through the stepwise introduction of a reactivity handle in place of an aromatic C–H bond (that is, a nitro group, halogen or boronic acid) and a subsequent functionalization or cross-coupling. Here we show that aromatic amines can be constructed by direct reaction of arenes and alkyl amines using photocatalysis, without the need for pre-functionalization. The process enables the easy preparation of advanced building blocks, tolerates a broad range of functionalities, and multigram scale can be achieved via a batch-to-flow protocol. The merit of this strategy as a late-stage functionalization platform has been demonstrated by the modification of several drugs, agrochemicals, peptides, chiral catalysts, polymers and organometallic complexes.
Fluorocarbon and hydrocarbon N-heterocyclic (C5-C7) imidazole-based liquid crystals
Chen, Hongren,Hong, Fengying,Shao, Guang,Hang, Deyu,Zhao, Lei,Zeng, Zhuo
, p. 3418 - 3430 (2015/01/09)
By using three synthetic protocols, a series of fluorocarbon and hydrocarbon N-heterocyclic imidazolebased liquid crystals (LCs) and related imidazolium-based ionic liquid crystals (ILCs) have been prepared. The ring size of the N-heterocycle and the length of the N-terminal chain (on the imidazolium unit in the ILCs) were modified, and the influence of these structural parameters on liquid-crystal phases was investigated by means of polarizing optical microscopy (POM), differential scanning calorimetry (DSC), and X-ray diffraction (XRD). These new ILCs exhibit a disordered smectic phase (SmA), good thermal stabilities, a broad smectic phase range, a high dipole moment, relatively low melting points, but high clearing points and strong emission fluorescence relative to imidazole-based LCs. These encouraging results have led us to believe these fluorocarbon and hydrocarbon N-heterocyclic imidazole-based LCs and related imidazolium-based ILCs could be used as new liquid-crystalline materials.
Cu-Al hydrotalcite: An efficient and reusable ligand-free catalyst for the coupling of aryl chlorides with aliphatic, aromatic, and N(H)-heterocyclic amines
Sreedhar,Arundhathi,Linga Reddy,Amarnath Reddy,Lakshmi Kantam
experimental part, p. 2517 - 2522 (2010/03/24)
Copper-aluminum hydrotalcite catalysts were effectively used in the coupling of aryl chlorides with aliphatic, aromatic, and N(H)-heterocyclic amines to afford the corresponding N-alkylated/arylated amines in excellent yields. The catalyst was quantitatively recovered from the reaction by simple filtration and reused for a number of cycles with almost consistent activity. Georg Thieme Verlag Stuttgart.
