Hyperstrong neutral organic bases: phosphazeno azacalix[3](2,6)pyridines |
| |
| Authors: | Despotović I Kovacević B Maksić Z B |
| |
| Institution: | Quantum Organic Chemistry Group, Department of Organic Chemistry and Biochemistry, The Ruder Boskovi? Institute, Zagreb, Croatia. |
| |
| Abstract: | The gas-phase basicities and pKa values in acetonitrile of tris(phosphazeno)-substituted azacalix3](2,6)pyridine and some related compounds are examined by DFT computational method. It is shown that the hexakis(phosphazeno) derivative of azacalix3](2,6)pyridine is a hyperstrong neutral base as evidenced by the absolute proton affinity (APA) of 314.6 kcal mol(-1) and pKa(MeCN) of 37.3 units. It is a consequence of the very strong bifurcated hydrogen bond (32 kcal mol(-1)) and substantial cationic resonance effect. |
| |
| Keywords: | |
| 本文献已被 PubMed 等数据库收录！ |
|
