Abstract
The title compound C9H14N+·Cl-, (1), can be synthesized starting from (S)-N-methyl-1-phenyl-ethan-1-amine (2). Compound 2 upon addition of HCl·Et2O leads to crystallization of compound 1 as colorless blocks. The configuration of compound 1 is stable as well as preserved in space group P212121. Ammonium chlorides, like the title compound, are often observed as undesirable by-products in amino-silylation of chloro-silanes. Additionally, these by-products are usually soluble in selected organic solvents, which require difficult separation steps. Therefore, detailed studies on structural features and inter-molecular inter-actions performed by Hirshfeld atom refinement (HAR) using NoSpherA2 [Kleemiss et al. (2021 ▸). Chem. Sci. 12, 1675-1692] and Hirshfeld surface analysis were used to address structural issues on that separation problem.
Highlights
The title compound C9H14N+ÁClÀ, (1), can be synthesized starting from (S)-Nmethyl-1-phenylethan-1-amine (2)
Detailed studies on structural features and intermolecular interactions performed by Hirshfeld atom refinement (HAR) using NoSpherA2 [Kleemiss et al (2021)
The title compound (S)-N-methyl-1-phenylethan-1-aminium chloride (1), represents the ammonium chloride salt of (S)-N-methyl-1-phenylethan-1-amine (2), which is often used as a chiral auxiliary in reagent inductions on prochiral silicon centers (Bauer & Strohmann, 2014)
Summary
Chiral amines represent a central role in synthetic chemistry, finding more and more applications in asymmetric syntheses (Liu et al, 2020). In addition to asymmetric inductions on double bonds of organic molecules, they serve as amination reagents of chlorosilanes (Wannagat & Klemke, 1979; Veith, 1987). To methoxysilanes, those chlorosilanes are the most important starting compounds for the synthesis of aminosilanes (Bauer & Strohmann, 2012). The title compound (S)-N-methyl-1-phenylethan-1-aminium chloride (1), represents the ammonium chloride salt of (S)-N-methyl-1-phenylethan-1-amine (2), which is often used as a chiral auxiliary in reagent inductions on prochiral silicon centers (Bauer & Strohmann, 2014). The synthesis of Si– N-functionalized silanes starting from chlorosilanes in combination with amines is very well known (Sakaba et al, 2015; Zibula et al, 2020). Symmetry code: (i) Àx þ 1; y À 12; Àz þ 12
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
