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Published on: October 24, 2017
Synthesis and characterization of dibenzodioxadiselenafulvalene
Takahiro Kojima1, Kohtaro Tanaka, Takayuki Ishida
1Department of Applied Physics and Chemistry, The University of Electro-Communications, Chofu, Tokyo 182-8585, Japan.
Dibenzodioxadiselenafulvalene (DBOSF) isomers were synthesized and analyzed. These compounds exhibit enhanced electron-donating ability and stability in oxidized forms compared to related molecules.
Area of Science:
- Organic Chemistry
- Materials Science
- Crystallography
Background:
- Dibenzodioxadiselenafulvalene (DBOSF) is a novel organic compound.
- Understanding the structural and electronic properties of fulvalene derivatives is crucial for materials science.
Purpose of the Study:
- To synthesize and characterize cis- and trans-isomers of DBOSF.
- To investigate the electrochemical properties of DBOSFs and compare them with related compounds.
- To elucidate the role of hydrogen bonding in the crystal structure.
Main Methods:
- Chemical synthesis and isomer separation.
- X-ray crystallographic analysis.
- Cyclic voltammetry and Density Functional Theory (DFT) calculations.
Main Results:
- Successful preparation and separation of cis- and trans-DBOSF isomers.
- Identification of Se- - -H and O- - -H hydrogen bonds in DBOSF crystals.
- DBOSFs demonstrate superior electron-donating ability and enhanced stability of oxidized forms compared to dibenzotetraoxafulvalene (DBTOF).
Conclusions:
- DBOSFs possess promising electronic properties for potential applications.
- The crystal structure analysis provides insights into intermolecular interactions.
- DBOSFs represent an advancement over DBTOF in terms of electron-donating characteristics.
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