ISSN:
0009-2940
Keywords:
Quinoxalines, multichromophoric
;
Sensitization, intramolecular
;
Cycloaddition [2π + 2π]
;
Quinoxaline di-π-methane rearrangement
;
PE Spectra
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The multichromophoric polycyclic quinoxaline 11 has been synthesized starting with diketone 7. Irrespective of whether quinoxaline 11 is irradiated in its nπ⋆ or ππ⋆ band, the photoproduct formed in high yield is invariably the cage compound 14. This excitation energy transfer from the quinoxaline to the isodrin subchromophore of 11 is facilitated by a strong mixing of energy levels in these two fragments of 11, as evidenced by the PE spectrum of quinoxaline 13. The direct interaction of a quinoxaline chromophore with a nonconjugated double bond, i.e. an aza-di-π-methane rearrangement, is shown to occur photochemically in bicyclic quinoxaline 12.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19911240422
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