ISSN:
0021-8383
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Theoretical Studies to the Electrophilic Attack. VIII. The Protonated PyrroleThe potential surface of protonated pyrrole was analysed for minima and saddle points of first and higher order by special numerical methods. The calculations were carried out on the basis of semiempirical methods tested in the past on related cationic systems.The relative energies of face protonated pyrrole, the σ-complexes and H-bridged structures were compared with recent results on the benzene-H+ system to interprete the H-shifts in the cation and the intermediates in the proton exchange reaction. Theoretical suggestions for solvatation effects are considered in the discussion. One of the most striking results is the high barrier for the H-shift from the N-protonated form to the α-position.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19803220118
