A simple pictorial method using HOMO, LUMO, and LUMO+1 of azulene coupled with interaction between the electrons in the singly occupied orbitals is introduced to show how the S2-S0 energy gap relative to the S1-S0 gap can be changed by a choice of substituents. The result is changing the characteristic blue color of azulene to an array of other colors: emerald green for 1,3-difluoroazulene, magenta for azulene-1-carboxaldehyde, and red for azulene-1,3-dicarboxaldehyde.
Supplement
The PDF version of this article presents Figures 1 and 4 in color.
More Information
Citation
Liu, Robert S. H. J. Chem. Educ.2002 79 183.
Keywords
Excited States / Energy Transfer; MO Theory; Organic Chemistry; UV-Vis Spectroscopy
Our Secondary School editors work hard to distill all the JCE materials to produce a fraction of particular interest to high school teachers. We call it CLIC.
In recent years we have worked hard to better match our advertisers with our readers. When shopping for chemistry education materials, visit our advertisers' WWW sites first.
Take JCE along on your outreach missions. Copies of the Journal, guest access to JCE Online, our publications catalog, and more are available for your participants.