Loading...

Heteroatom Influence on the Basicity of Amines

Nasiri, Mohammad Reza | 2011

1208 Viewed
  1. Type of Document: M.Sc. Thesis
  2. Language: Farsi
  3. Document No: 41498 (03)
  4. University: Sharif University of Technology
  5. Department: Chemistry
  6. Advisor(s): Fattahi, Alireza
  7. Abstract:
  8. Present work focuses on the influence of Heteroatom(s) on the bacisity of specific group of amines through the intramolecular hydrogen bonding. This group includes Aza-Crown Ethers specifically. We used Spartan and Gaussian packages to gain optimized structures for all compounds in order to explore the influence of the intramolecular hydrogen bonding on the bacisity of amines. All the gas phase optimizations and energy calculations were performed at the DFT/B3LYP/6-311++G(d,p) level of theory. The Hf/6-31+G(d,p) level was used for all single point calculations in the solution phase. As commonly used solvents in organic and biological reactions, the solution phase calculations were carried out in the Dimethyl Sulfoxid (DMSO) and Water solution. The results indicated an impressive effect of intramolecular hydrogen bonding on the proton affinity value. For instance, we observed the proton affinity value of 263.4 and 264.9 Kcal/mol for studied amines. Furthermore, using the same method for calculating pKb values for some known compounds verified the method used for pKb predictions. The results of this project demonstrate how the intramolecular hydrogen bonding could drastically change the basicity of the All-nitrogen Crown Ethers
  9. Keywords:
  10. Amines ; Ether ; Proton Affinity ; Heteroatom ; All-Nitrogen Crown Ethers ; Bases

 Digital Object List

  • محتواي پايان نامه
  •   view

 Bookmark