Synthesis of Enantioenriched 2-Alkyl Piperidine Derivatives through Asymmetric Reduction of Pyridinium Salts was written by Qu, Bo;Mangunuru, Hari P. R.;Wei, Xudong;Fandrick, Keith R.;Desrosiers, Jean-Nicolas;Sieber, Joshua D.;Kurouski, Dmitry;Haddad, Nizar;Samankumara, Lalith P.;Lee, Heewon;Savoie, Jolaine;Ma, Shengli;Grinberg, Nelu;Sarvestani, Max;Yee, Nathan K.;Song, Jinhua J.;Senanayake, Chris H.. And the article was included in Organic Letters in 2016.COA of Formula: C8H11N This article mentions the following:
In the presence of [Ir(cod)Cl]2, nonracemic pyridinylbenzoxaphosphole MeO-BoQPhos I, and I2 in THF, N-benzyl-2-alkylpyridinium bromides such as II•Br– underwent enantioselective hydrogenation to yield nonracemic N-benzyl-2-alkylpiperidines such as III in 80-95% yields and in 78:22-93:7 er; a perhydroindole and a cis-2,3-dimethylpiperidine were prepared in >99.5:0.5 dr from the corresponding benzylpyridinium bromides. Transition state structures and intermediate energies for a potential mechanism for the hydrogenation were determined using DFT calculations Three of the nonracemic piperidines were converted to fused piperidines such as IV•HCl. The structures of an iridium complex of I and of a hexahydrobenzoquinolizine hydrochloride salt were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4COA of Formula: C8H11N).
2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·molâ? in pyridine vs. 150 kJ·molâ? in benzene). Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.COA of Formula: C8H11N