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Preparation and Novel Properties of 1,8,9-Tris (seleno) anthracene and the Related Compounds

Research Project

Project/Area Number 05640608
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionWakayama University

Principal Investigator

NAKANNISHI Waro  Wakayama Uiv. Fac. of Education Associate Professor, 教育学部, 助教授 (80110807)

Project Period (FY) 1993 – 1994
Project Status Completed (Fiscal Year 1994)
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)
KeywordsHalogen 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
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.

Report

(3 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • Research Products

    (3 results)

All Other

All Publications (3 results)

  • [Publications] Waro NAKANISHI: "Facile C-Se and C-S Bond Cleavages in Diorganyl Selenides and Sulfides by Iodine" Chemistry Letters. 1993. 2121-2122 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Waro, NAKANISHI: "Facile C-Se and C-S Bond Cleavages in Diorgany1 Selenides and Sulfides by Iodine." Chemistry Letters. 1993. 2121-2122 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Waro NAKANISHI: "Facile C-Se and C-S Bond Cleavages in Diorganyl Selenides and Sulfides by Iodine" Chemistry Letters. 1993. 2121-2122 (1993)

    • Related Report
      1993 Annual Research Report

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Published: 1993-04-01   Modified: 2016-04-21  

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