Synthesis of 4-cyclo(propyl- and butyl)-1-ethylpyridinium bromides and calculation of their proton and carbon chemical shifts

Abstract

New 4-cyclo(propyl-and butyl)pyridinium salts have been prepared by alkylation of 4-picolinium salt with α,ω-dibromoalkanes under phase-transfer catalysis conditions. The influence of the nature and the catalysis concentration was investigated. The experimentally determined H and C NMR chemical shifts were compared with the values calculated using the GIAO/DFT and HF approach in gas-phase and/or in methanol by using the IEF-PCM method.

Synthesis of New Azetidine and Oxetane Amino Acid Derivatives through Aza-Michael Addition of NH-Heterocycles with Methyl 2-(Azetidin- or Oxetan-3-Ylidene)Acetates

“…The 1 H-NMR spectrum of compound 5n showed characteristic resonances for the cyclopropyl moiety, where the methylene protons appeared as multiplets at δ 0.41–0.45 and 0.74–0.78 ppm, and the methine proton appeared as a multiplet at δ 1.58–1.62 ppm. A comparison between the DEPT-90, DEPT-135, and 13 C-NMR spectra of compound 5n clearly indicated the characteristic signals of the cyclopropyl-ring skeleton carbons, namely the methine carbon C-1′ (δ 5.3 ppm) and methylene carbons C-2′ and C-3′ (δ 7.6 ppm) [ 78 ].…”

Experimental and DFT Investigation of 6‐arylated‐pyridin‐3‐yl methanol Derivatives

“…[10] Several essential compounds have been produced in the past by using pyridine derivatives as starting materials because of their abundance and stability in natural cross-coupling processes. [11][12][13][14][15][16][17][18] Reactions between pyridine and 2-aryl-1,2,3 Triazole N Oxidation, Suzuki coupling process was reported by Liu and coworkers using this technique, and they achieved high yields of end products. [19] Some pyridine analogs have anti-tumor and anti-leishmanial properties and many other biological functions.…”

“…Biaryl molecules may be manufactured via the SM coupling reaction, which can tolerate a broad functional group and has high reaction yields [10] . Several essential compounds have been produced in the past by using pyridine derivatives as starting materials because of their abundance and stability in natural cross‐coupling processes [11–18] . Reactions between pyridine and 2‐aryl‐1,2,3 Triazole N Oxidation, Suzuki coupling process was reported by Liu and coworkers using this technique, and they achieved high yields of end products [19] .…”