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
Article Menu

Export Article

Open AccessArticle
Int. J. Mol. Sci. 2005, 6(1), 143-156; doi:10.3390/i6010143

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.
Received: 24 June 2004 / Revised: 28 January 2005 / Accepted: 28 January 2005 / Published: 31 January 2005
View Full-Text   |   Download PDF [237 KB, uploaded 19 June 2014]   |  

Abstract

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
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

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.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Int. J. Mol. Sci. EISSN 1422-0067 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top