Protonation of Alkylpyridines: Polarizability and Steric Effects in the Base and in the Cation

0181318 - UFCH-W 20010243 RIV GB eng J - Článek v odborném periodiku
Roithová, Jana - Exner, Otto
Protonation of Alkylpyridines: Polarizability and Steric Effects in the Base and in the Cation.
Journal of Physical Organic Chemistry. Roč. 14, - (2001), s. 752-758. ISSN 0894-3230. E-ISSN 1099-1395
Grant CEP: GA ČR GA203/99/1454
Výzkumný záměr: CEZ:AV0Z4040901
Klíčová slova: pyridine derivatives * DFT calculations * substituent effects
Kód oboru RIV: CF - Fyzikální chemie a teoretická chemie
Impakt faktor: 1.303, rok: 2001

The energies of alkyl-substituted pyridines in the 2-,3-,4- and 2,6-positions, of their protonated forms and of reference derivatives of benzene were calculated at the RHF/6-31G and B3LYP-31G levels. The results were processed by isodesmic reactions, expressing the substituent effect separately for the base molecules, their protonated forms and for the gas-phase basicity. In water solution, all effects are attenuated and steric inhibition of solvation appears, particularly with2,6-di-tert-butylpyridine.
Trvalý link: http://hdl.handle.net/11104/0077900