Preparation of new nitrogen-bridged heterocycles. 60. Syntheses and conformational analyses of bis(indolizin-1-yl) disulfides was written by Kakehi, Akikazu;Suga, Hiroyuki;Okuno, Hiroko;Okuhara, Masaki;Ohta, Akira. And the article was included in Chemical & Pharmaceutical Bulletin in 2007.COA of Formula: C7H7ClN2 This article mentions the following:
Bis(indolizin-1-yl) disulfides I (R = cyano, CO2Et, COPh, R1 = Me, Et, CH2Ph, etc., R2 = H, Me), readily obtainable from the treatment of 1-(benzoylthio)indolizines II with piperidine, were prepared and their conformations were investigated. In comparison with those of 1-(benzoylthio)indolizines, the 1H-NMR spectra of these disulfides showed considerable high field shifts (δ 0.13-0.82 ppm) on each pyridine ring proton and the UV spectra exhibited significant bathochromic and hyperchromic shifts. These results supported strongly the participation of an intramol. π-π interaction between two indolizine rings in these mols. and, hence, of a particular gauche (cis) conformation. However, the conformational considerations and mol. calculations (Mopac PM3) for some bis(indolizin-1-yl) disulfides showed the presence of four more stable gauche forms in which two are enantiomeric, resulting in three types of gauche structures. These three types of gauche structures were confirmed by X-ray analyses. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3COA of Formula: C7H7ClN2).
1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.COA of Formula: C7H7ClN2