Abstract
The a complexes of furan, thiophene, pyrrole, pyridine, and benzene with the hydride ion were calculated by the MINDO/3 method. The affinities of the indicated aromatic rings and a number of substituted furans for the H− ion were estimated. It is shown that the relative magnitude of the affinity correlates qualitatively with the experimental data on the relative rates of the reaction of the examined compounds with nucleophilic reagents. The following order of increasing reactivities of unsubstituted aromatic rings was obtained: pyrrole<furan<benzene< pyridine≤thiophene. The effect of various types of substituents in various positions on the tendency of the five-membered ring to undergo nucleophilic substitution is discussed.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
