Preparation and Novel Properties of 1,8,9-Tris (seleno) anthracene and the Related Compounds
| Project/Area Number |
05640608
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Organic chemistry
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| Research Institution | Wakayama University |
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Principal Investigator |
NAKANNISHI Waro Wakayama Uiv. Fac. of Education Associate Professor, 教育学部, 助教授 (80110807)
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| Project Period (FY) |
1993 – 1994
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| Project Status |
Completed (Fiscal Year 1994)
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| Budget Amount *help |
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1994: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1993: ¥1,500,000 (Direct Cost: ¥1,500,000)
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| Keywords | Halogen Adducts of Selenides / Model of 3c-4e Bond / Molecular Complexes / TB Adducts / Characters of the Bonds in MC's / Through-space Interaction between Selenium Atoms |
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| Research Abstract |
1.1,8,9-Tris (phenylseleno) anthracene (1) has been tried to prepare in the reaction of 1,8-bis (phenylseleno) anthracene (2) with various organometallic reagents. The method to prepare 2 from 1,8-bis(phenylseleno) anthraquinone was improved and then it was obtained in good yield.
2.1,8-Bis (seleno) naphthalenes, 1- (MeSe) -8- (p-YC_6H_4Se) C_<10>H_6 and 1- [8- (p-YC_6H_4Se) -C_<10>H_6] SeSe [C_<10>H_6 (SeC_6H_4Y-p) -8']-1' (3 and 4, respectively : Y=OMe, Me, H,Cl, Br, COOEt, NO_2), and the related compounds were prepared and their NMR spectra were measured. While the ^<77>Se chemical shifts of the MeSe group were correlated well with those of the p-YC_6H_4Se group in 3, those of the Se-Se group were inversely correlated with those of the p-YC_6H_4Se group in 4. The ^4 (Se, Se) values in 3 and 4 were also correlated, with negative slopes, with the ^<77>Se chemical shifts of the p-YC_6H_4Se groups in 3 and 4, respectively.
3.The characters of the charge-transfer of the S-Cl-Cl bond in the formation of H_2SCl_2 (MC) were studied by means of MO calculations : the bond is proposed to be better described by the 3c-4e hypervalent model.
4. The redox potentials were measured for the selenides prepared till now in this project.
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Report
(3 results)
Research Products
(3 results)
