Lecture 18 - Linear and Cyclic Conjugation Theory; 4n+2 Aromaticity
recorded by: Yale University
published: Aug. 19, 2014, recorded: March 2011, views: 2177
released under terms of: Creative Commons Attribution No Derivatives (CC-BY-ND)
See Also:
Download yalespan125bs2011_mcbride_lec18_01.mp4 (Video - generic video source 538.5 MB)
Download yalespan125bs2011_mcbride_lec18_01_640x360_h264.mp4 (Video 143.2 MB)
Download subtitles: TT/XML, RT, SRT
Related content
Report a problem or upload files
If you have found a problem with this lecture or would like to send us extra material, articles, exercises, etc., please use our ticket system to describe your request and upload the data.Enter your e-mail into the 'Cc' field, and we will keep you updated with your request's status.
Description
Despite the substantial change in the energy of individual orbitals, the overall pi-electron energy and orbital shape changes little upon linear conjugation of two double bonds. Conjugation energy of polyenes and allylic systems may be predicted by means of a semicircle mnemonic. The much greater stabilization in "aromatic" conjugated rings, and Hückel's 4n+2 rule, derive from alternating stabilization and destabilization of successive orbitals when the ends of a conjugated chain overlap as it is closed to form a ring. A circle mnemonic predicts orbital energies for conjugated rings. This aromaticity concept is generalized to heteroaromatic compounds like furan and imidazole, to polycyclic compounds like naphthalene, and to hydrocarbon ions like cyclopentadienide.
Link this page
Would you like to put a link to this lecture on your homepage?Go ahead! Copy the HTML snippet !
Write your own review or comment: