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Updated: Apr 30, 2026
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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
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A nine carbon homologating system for skip-conjugated polyenes
Hussein H Mustafa1, Mark S Baird1, Juma'a R Al Dulayymi1
1School of Chemistry, Bangor University, Bangor, Gwynedd LL57 2UW, United Kingdom.
Chemistry and Physics of Lipids
|May 10, 2014
Summary
Ozonolysis of a cyclic triene yields a difunctionalized nonadiene. This intermediate is a versatile precursor for synthesizing various polyunsaturated pheromones and fatty acids.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Cyclic organic compounds offer unique structural scaffolds.
- Ozonolysis is a powerful oxidative cleavage reaction for alkenes.
Purpose of the Study:
- To explore the ozonolysis of Z,Z,Z-cyclonona-1,4,7-triene.
- To investigate the synthetic utility of the resulting difunctionalized nonadiene.
Main Methods:
- Ozonolysis of Z,Z,Z-cyclonona-1,4,7-triene.
- Chemical conversion of the ozolysis product.
Main Results:
- Successful ozonolysis yielded 1,9-difunctionalised Z,Z-3,6-nonadiene.
- The nonadiene intermediate was efficiently transformed into diverse polyunsaturated compounds.
Conclusions:
- Z,Z,Z-cyclonona-1,4,7-triene ozonolysis provides a key intermediate.
- This route is effective for accessing complex pheromones and fatty acids.
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