• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Participation of di- and tri-cations in Friedel-Crafts reactions.

Research Project

Project/Area Number 03453154
Research Category

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

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionUniversity of Tokyo

Principal Investigator

SHUDO Koichi  Univ Tokyo Prof., 薬学部, 教授 (50012612)

Co-Investigator(Kenkyū-buntansha) OHWADA Tomo  Univ. Tokyo Assist. Prof., 薬学部, 助手 (20177025)
ENDO Yasuyki  Univ Tokyo Assoc. Prof., 薬学部, 助教授 (80126002)
Project Period (FY) 1991 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥6,800,000 (Direct Cost: ¥6,800,000)
Fiscal Year 1992: ¥2,300,000 (Direct Cost: ¥2,300,000)
Fiscal Year 1991: ¥4,500,000 (Direct Cost: ¥4,500,000)
KeywordsFriedel-Crafts reaction / Iminiumbenzenium ion / Carbenium ion / Super acid / Trifluoromethanesulfonic acid / Gattermannreaction / Gattermann-Koch reaction / 反応機構 / ベンゼン / フリーデルクラフト反応 / ジカチオン / 求電子試薬 / フリ-デルクラフト反応 / アセチル化 / カチオン / ガッタ-マン反応 / エチレンジカチオン / オキソニウムカチオン
Research Abstract

Researches on di-and tri- cationic species as electrophiles in the reaction of benzene were performed. Dications and Trications propoded in the work are:
1.Iminium-benzenium dications
2.Diphenylmethylcations bearing a protonated carboxylic acid.
3.Diprotonated nitrostyrenes and nitroethylenes.
4.N,N-Diprotonated cinnamaldimines.
5.O,O-diprotonated cinnamaldehydes.
6.Diprotonated cyanides
7.triprotonated nitroacetic acid and their esters.
8.Diprotonated ketones.
9.Protnated acyl cations.
These novel species can be prepared in a strong acid and readily react with benzene. These results generalized the participation of di- or tricationic species in electrophilic aromatic substitution of benzene.

Report

(3 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] T.Ohwada et al: "Friedel-crafts type reactions invelving di- and tricctionic species" J.Am.Chem.Soc. 113. 1364-1373 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.Yato et al: "Requirements for Houben-Hoesch and Gatlermann reactions." J.Am.Chem.Soc. 113. 691-692 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Y.Endo et al: "Anionic 3,4-diaza[3,3] sigmatropic nearranglments of N,N'-diacylhydrazines" Tetruhedrom Letlers. 32. 4517-4520 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] N.Haga et al: "Acid-cataly 2ed Amino-migration of O-phenglhydroxylamines." J.Am.Chem.Soc. 114. 9795-9806 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] N.Haga et al: "Orbital Distortion in dibenzo bycyclo [2.2.2] octatrienes" Chem Pharm Bull. 40. 3349-3351 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] T.Ohwada: "Orbital Distortion arising from remoti substityents" J.Am.Chem.Soc. 114. 8815-8827 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] T.Ohwada et al: "Friedel Crafts type reactions involving di-and tricationic species" J.Am.Chem.Soc.113. 1364-1373 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] M.Yato et al: "Requirment for Houben-Hoesh and Gattermann reactions" J. Am. Chem. Soc.113. 691-692 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Y.Endo et al: "Anionic 3,4-diaza[3.3]rearrangement of N.N-diphenylhydrazines-" Tetrahedron Letters. 32. 4517-4520 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] N.Haga et al: "Acid-catalyzed amino-migration of O-phylhydroxylamines" J.Am.Chem. Soc.114. 9795-9806 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] N.Haga et al: "Orbital distortion in dibenzobicyclo[2.2.2.]octatrienes" Chem. Pharm. Bull.40. 3349-3351 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] T.Ohwada: "Orbital distrotion arising from remote substituents" J. Am.Chem. Soc.114. 8818-8827 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Y.Endo: "Auionic 3.4-diuja [3.3] sigmatropic rearrangements of N,N´-diacylhyclruzines" Tetruhedion Letters. 32. 4517-4520 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] N.Haga: "Acid-catatyzes Amino-migration of O-phenylbydw xylamines" J.Am.Chem.Soc. 114. 9795-9806 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] H.Haga: "Orbital distortion in dibcnzobicyclo [2.2.2] octatritnes" Chem.Pharm.Bull. 40. 3349-3351 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] T.ohwada: "Orbital distortion arising from remote substituents" J.Am.Chem.Soc. 114. 8818-8827 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] T.Ohwada 他: "FriedelーCrafts reactions involving diーand triーcationic species." J.Am.Chem.Soc.113. 1364-1373 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] M.Yato et al: "Reauirement for HoubenーHoesh and Gattermanm rcactions" g.Am.Chem.Soc.113. 691-692 (1991)

    • Related Report
      1991 Annual Research Report

URL: 

Published: 1991-04-01   Modified: 2017-10-06  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi