Next Article in Journal
Ab initio post-HF CCSD(T) Calculations for Triplet and Singlet Methylene in Four consecutive Dunning Basis Sets with Extrapolations to Infinite Limits for Various Molecular Properties
Previous Article in Journal
Reduction of Sulfur Dioxide on Carbons Catalyzed by Salts
Open AccessArticle

Ab Initio Studies on the Preferred Site of Protonation in Cytisine in the Gas Phase and Water

1
Department of Chemistry, Agricultural University (SGGW), 02-776 Warsaw, Poland
2
Faculty of Chemistry, University of Gdańsk, 80-952 Gdańsk, Poland
3
Interdisciplinary Department of Biotechnology, Agricultural University (SGGW), 02-776 Warsaw, Poland
*
Author to whom correspondence should be addressed.
Int. J. Mol. Sci. 2005, 6(1), 143-156; https://doi.org/10.3390/i6010143
Received: 24 June 2004 / Revised: 28 January 2005 / Accepted: 28 January 2005 / Published: 31 January 2005
Ab initio calculations (HF, MP2, DFT for isolated and PCM for solvated molecules) were performed for cytisine (1) and its model compounds: N-methyl-2-pyridone (2) and piperidine (3). Among three heteroatomic functions (carbonyl oxygen, pyridone and piperidine nitrogens) considered as the possible sites of protonation in 1, surprisingly the carbonyl oxygen takes preferentially the proton in the gas phase whereas in water the piperidine nitrogen is firstly protonated. For model compounds, the piperidine nitrogen in 3 is more basic than the carbonyl oxygen in 2 in both, the gas phase and water. View Full-Text
Keywords: Cytisine; Site of protonation; Ab initio calculations; PCM; Gas phase and Solution Cytisine; Site of protonation; Ab initio calculations; PCM; Gas phase and Solution
Show Figures

Figure 1

MDPI and ACS Style

Raczyńska, E.D.; Makowski, M.; Górnicka, E.; Darowska, M. Ab Initio Studies on the Preferred Site of Protonation in Cytisine in the Gas Phase and Water. Int. J. Mol. Sci. 2005, 6, 143-156. https://doi.org/10.3390/i6010143

AMA Style

Raczyńska ED, Makowski M, Górnicka E, Darowska M. Ab Initio Studies on the Preferred Site of Protonation in Cytisine in the Gas Phase and Water. International Journal of Molecular Sciences. 2005; 6(1):143-156. https://doi.org/10.3390/i6010143

Chicago/Turabian Style

Raczyńska, Ewa D.; Makowski, Mariusz; Górnicka, Elżbieta; Darowska, Małgorzata. 2005. "Ab Initio Studies on the Preferred Site of Protonation in Cytisine in the Gas Phase and Water" Int. J. Mol. Sci. 6, no. 1: 143-156. https://doi.org/10.3390/i6010143

Find Other Styles

Article Access Map by Country/Region

1
Only visits after 24 November 2015 are recorded.
Search more from Scilit
 
Search
Back to TopTop