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Construction of Silicon-containing Dehydroannulenes and Their Aromaticity and Antiaromaticity

Research Project

Project/Area Number 26410044
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Organic chemistry
Research InstitutionKyoto University

Principal Investigator

MIZUHATA Yoshiyuki  京都大学, 化学研究所, 助教 (30437264)

Research Collaborator EGAWA Yasunobu  京都大学, 化学研究所, 助教
Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywordsケイ素 / 芳香族性 / 反芳香族性 / デヒドロアヌレン
Outline of Final Research Achievements

In order to establish the effective method of constructing the cyclic cis-dialkynyldisilene moiety, the reductive coupling of ethynyldichlorosilane units and disilane elimination from (2-ethynyl)trisilane units, whose silane units were linked by alkylene or silylene tethers, were performed. The former reaction afforded the 10-membered cyclic disilane, which has hydrogen atoms, convertible substitutent, on each silicon atom. The latter one unexpectedly resulted in the elimination of ethynylsilane.

Report

(4 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (40 results)

All 2017 2016 2015 2014 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results,  Open Access: 2 results,  Acknowledgement Compliant: 5 results) Presentation (30 results) (of which Int'l Joint Research: 7 results,  Invited: 2 results) Book (2 results) Remarks (3 results)

  • [Journal Article] Germabenzenylpotassium: A Germanium Analogue of a Phenyl Anion2017

    • Author(s)
      Mizuhata, Y.; Fujimori, S.; Sasamori, T.; Tokitoh, N.
    • Journal Title

      Angew. Chem. Int. Ed.

      Volume: 56 Issue: 16 Pages: 4588-4592

    • DOI

      10.1002/anie.201700801

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] [K(18-crown-6)][FeCp*(CO)2]2016

    • Author(s)
      Mizuhata, Y.; Yanagisawa, T.; Sasamori, T.; Tokitoh, N.
    • Journal Title

      IUCrData

      Volume: 1 Issue: 6

    • DOI

      10.1107/s2414314616008816

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Journal Article] Synthesis of 1,2-Dialkynyldisilanes Incorporated in 10-Membered-ring System2015

    • Author(s)
      Mizuhata, Y.; Egawa, Y.; Sasamori, T.; Tokitoh, N.
    • Journal Title

      HETEROCYCLES

      Volume: 90 Issue: 2 Pages: 1111-1123

    • DOI

      10.3987/com-14-s(k)81

    • Related Report
      2015 Research-status Report 2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Unexpected photochemical reactions of 2-aryl-2-ethynyltrisilane derivative2015

    • Author(s)
      Yasunobu Egawa, Yoshiyuki Mizuhata, Takahiro Sasamori, Norihiro Tokitoh
    • Journal Title

      Main Group Metal Chemistry

      Volume: 38 Issue: 1-2 Pages: 51-55

    • DOI

      10.1515/mgmc-2014-0042

    • Related Report
      2015 Research-status Report 2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Coordination chemistry of 9-sila- and 9-germa-phenanthrenes ― unique coordination modes in their metallene complexes2014

    • Author(s)
      水畑吉行、稲村晃司、時任宣博
    • Journal Title

      Canadian Journal of Chemistry

      Volume: 92 Issue: 6 Pages: 441-446

    • DOI

      10.1139/cjc-2013-0501

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] Synthesis and Structure of Heavier Group 14 Analogues of Phenyl Anion2017

    • Author(s)
      藤森詩織・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・横浜
    • Year and Date
      2017-03-17
    • Related Report
      2016 Annual Research Report
  • [Presentation] 安定なジブロモアルマニル鉄錯体の合成と性質2017

    • Author(s)
      柳澤達也・水畑吉行・笹森貴裕・吾郷友宏・時任宣博
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・横浜
    • Year and Date
      2017-03-17
    • Related Report
      2016 Annual Research Report
  • [Presentation] Synthesis of Metal Encapsulating Silico-polyhedron M@Si16 based on Gas-phase Synthetic Approach2017

    • Author(s)
      角山寛規・渋田昌弘・岩佐豪・水畑吉行・時任宣博・中嶋敦
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・横浜
    • Year and Date
      2017-03-17
    • Related Report
      2016 Annual Research Report
  • [Presentation] Synthesis of Hexasilacyclohexane Derivatives2017

    • Author(s)
      尾松大和・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      日本化学会第97春季年会
    • Place of Presentation
      慶應義塾大学日吉キャンパス・横浜
    • Year and Date
      2017-03-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] ゲルマベンゼニルアニオンの合成と性質2016

    • Author(s)
      藤森詩織・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      第20回ケイ素化学協会シンポジウム
    • Place of Presentation
      安芸グランドホテル・廿日市
    • Year and Date
      2016-10-07
    • Related Report
      2016 Annual Research Report
  • [Presentation] 柳澤達也・吾郷友宏・笹森貴裕・水畑吉行・時任宣博2016

    • Author(s)
      三配位アルミニウム中心を有するブロモアルマニ ル鉄錯体の合成と性質
    • Organizer
      第63回有機金属化学討論会
    • Place of Presentation
      早稲田大学西早稲田キャンパス・東京都新宿区
    • Year and Date
      2016-09-16
    • Related Report
      2016 Annual Research Report
  • [Presentation] ゲルマベンゼニルアニオンの合成・構造および反応性2016

    • Author(s)
      水畑吉行・藤森詩織・笹森貴裕・時任宣博
    • Organizer
      第63回有機金属化学討論会
    • Place of Presentation
      早稲田大学西早稲田キャンパス・東京都新宿区
    • Year and Date
      2016-09-14
    • Related Report
      2016 Annual Research Report
  • [Presentation] 金属内包シリコン多面体超原子 M@Si16 (M=Ti, Ta) の大量合成と構造評価2016

    • Author(s)
      角山寛規・赤塚紘己・ 渋田昌弘・岩佐豪・水畑吉行・時任宣博・中嶋敦
    • Organizer
      第10回分子科学討論会
    • Place of Presentation
      神戸ファッションマート・神戸
    • Year and Date
      2016-09-13
    • Related Report
      2016 Annual Research Report
  • [Presentation] Thermal Isomerization Reactions of Group 6 Metal Complexes of 2-Stannanaphthalene2016

    • Author(s)
      水畑吉行・本庄和馬・笹森貴裕・時任宣博
    • Organizer
      International Conference on the Coordination and Organometallic Chemistry of Germanium, Tin and Lead (ICCOC-GTL 2016)
    • Place of Presentation
      Pardubice, Czech Republic
    • Year and Date
      2016-08-31
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Structure and Reactivity of Germabenzenylpotassium2016

    • Author(s)
      時任宣博・藤森詩織・水畑吉行・笹森貴裕
    • Organizer
      International Conference on the Coordination and Organometallic Chemistry of Germanium, Tin and Lead (ICCOC-GTL 2016)
    • Place of Presentation
      Pardubice, Czech Republic
    • Year and Date
      2016-08-31
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Synthesis and Properties of Germabenzenyl Anions2016

    • Author(s)
      藤森詩織・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      International Conference on the Coordination and Organometallic Chemistry of Germanium, Tin and Lead (ICCOC-GTL 2016)
    • Place of Presentation
      Pardubice, Czech Republic
    • Year and Date
      2016-08-29
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Reaction of Germabenzenylpotassium with [Cp*RuCl]4: Unexpected Formation of Ruthenium-substituted Germabenzene2016

    • Author(s)
      藤森詩織・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      27th International Conference on Organometallic Chemistry
    • Place of Presentation
      Melbourne, Australia
    • Year and Date
      2016-07-17
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis of 2-Chlorophosphasilene Coordinated by a N-Heterocyclic Carbene2016

    • Author(s)
      MAJHI, Paresh; SASAMORI, Takahiro; KYRI, Andreas; MIZUHATA, Yoshiyuki; GUO, Jing-dong; NAGASE, Shigeru; STREUBEL, Rainer; TOKITOH, Norihiro
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学、京田辺市、京都府
    • Year and Date
      2016-03-26
    • Related Report
      2015 Research-status Report
  • [Presentation] シクロノナテトラエニルを配位子とした有機ユウロピウム単核 サンドイッチ錯体の発光特性2016

    • Author(s)
      川崎健志郎・杉山理 恩・辻 享志・岩佐 豪・角山寛規・水畑吉行・時任宣博・中嶋 敦
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学、京田辺市、京都府
    • Year and Date
      2016-03-26
    • Related Report
      2015 Research-status Report
  • [Presentation] ゲルマベンゼニルカリウムの反応性2016

    • Author(s)
      藤森詩織・ 水畑吉行・笹森貴裕・時任宣博
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学、京田辺市、京都府
    • Year and Date
      2016-03-25
    • Related Report
      2015 Research-status Report
  • [Presentation] 2-スタンナナフタレン-6 族金属錯体の合成と熱異性化反応2016

    • Author(s)
      本庄和馬・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      日本化学会第96春季年会
    • Place of Presentation
      同志社大学、京田辺市、京都府
    • Year and Date
      2016-03-25
    • Related Report
      2015 Research-status Report
  • [Presentation] Structure, Properties, and Reactivity of Germabenzenylpotassium2016

    • Author(s)
      Shire Fujimori, Yoshiyuki Mizuhata, Takahiro Sasamori, and Norihiro Tokitoh
    • Organizer
      The 5th International Conference on MEXT Project of Integrated Research on Chemical Synthesis "Chemical Science for Future Societies"
    • Place of Presentation
      Nagoya, Japan
    • Year and Date
      2016-01-29
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] NHC配位を受けた1-アリール-2,2-クロロ(シリル)ホスファシレンの合成2015

    • Author(s)
      Paresh Kumar Majhi・Andreas Kyri・吾郷友宏・笹森貴裕・水畑吉行・ Vitaly Nesterov・Rainer Streubel・時任宣博
    • Organizer
      第42回有機典型元素化学討論会
    • Place of Presentation
      名古屋大学、名古屋市、愛知県
    • Year and Date
      2015-12-04
    • Related Report
      2015 Research-status Report
  • [Presentation] ゲルマベンゼニルカリウムの構造と反応性2015

    • Author(s)
      藤森詩織・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      第 19 回ケイ素化学協会シンポジウム
    • Place of Presentation
      ラフォーレ琵琶湖、守山市、滋賀県
    • Year and Date
      2015-10-23
    • Related Report
      2015 Research-status Report
  • [Presentation] Synthesis, Structure, and Reactivity of Germa- and Stannabenzenes2015

    • Author(s)
      Yoshiyuki Mizuhata, Shiori Fujimori, Shuhei Kanesato, Naoya Noda, Takahiro Sasamori, and Norihiro Tokitoh
    • Organizer
      The 5th Asian Silicon Symposium
    • Place of Presentation
      Jeju, Korea
    • Year and Date
      2015-10-20
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Synthesis and Structure of a Stable Germabenzenylpotassium Derivative2015

    • Author(s)
      Shire Fujimori, Yoshiyuki Mizuhata, Takahiro Sasamori, and Norihiro Tokitoh
    • Organizer
      The 5th Asian Silicon Symposium
    • Place of Presentation
      Jeju, Korea
    • Year and Date
      2015-10-19
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] ゲルマベンゼニルカリウムの合成と構造2015

    • Author(s)
      藤森 詩織・水畑 吉行・笹森 貴裕・時任 宣博
    • Organizer
      第62回有機金属化学討論会
    • Place of Presentation
      関西大学千里山キャンパス、吹田市、大阪府
    • Year and Date
      2015-09-08
    • Related Report
      2015 Research-status Report
  • [Presentation] ゲルマフェニルカリウムの合成と性質2015

    • Author(s)
      藤森詩織・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス
    • Year and Date
      2015-03-27
    • Related Report
      2014 Research-status Report
  • [Presentation] ゲルミル置換ジゲルメンおよびゲルミレノイドの合成と構造2015

    • Author(s)
      江川泰暢・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      日本化学会第95春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス
    • Year and Date
      2015-03-26
    • Related Report
      2014 Research-status Report
  • [Presentation] 新規なゲルマベンゼンの合成とその性質2014

    • Author(s)
      水畑吉行・藤森詩織・笹森貴裕・時任宣博
    • Organizer
      第5回統合物質シンポジウム
    • Place of Presentation
      名古屋大学
    • Year and Date
      2014-12-19
    • Related Report
      2014 Research-status Report
  • [Presentation] New aspect in the chemistry of aromatic compounds containing a tin atom as a skeletal element2014

    • Author(s)
      Mizuhata, Y.; Tokitoh, N.
    • Organizer
      8th Singapore International Chemistry Conference 2014
    • Place of Presentation
      National University of Singapore, Singapole
    • Year and Date
      2014-12-16
    • Related Report
      2014 Research-status Report
  • [Presentation] 2 位に t-Bu 基を有する新規なゲルマベンゼンの合成と性質2014

    • Author(s)
      藤森詩織・水畑吉行・笹森貴裕・時任宣博
    • Organizer
      第 18 回ケイ素化学協会シンポジウム
    • Place of Presentation
      ラフォーレ那須
    • Year and Date
      2014-10-17
    • Related Report
      2014 Research-status Report
  • [Presentation] スタンナベンゼンの発生とその単量体ー二量体平衡2014

    • Author(s)
      水畑吉行・金里脩平・能田直弥・時任宣博
    • Organizer
      第61回有機金属化学討論会
    • Place of Presentation
      九州大学医学部百年講堂
    • Year and Date
      2014-09-24
    • Related Report
      2014 Research-status Report
  • [Presentation] 「重い芳香族化合物」の化学における新展開2014

    • Author(s)
      水畑吉行
    • Organizer
      第47回有機金属若手の会夏の学校
    • Place of Presentation
      休暇村大久野島
    • Year and Date
      2014-09-02
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] Synthesis and Properties of Stannabenzenes Stabilized by Bulky Substituents2014

    • Author(s)
      Mizuhata, Y.; Kanesato, S.; Noda, N.; Tokitoh, N.
    • Organizer
      XXVI International Conference on Organometallic Chemistry (ICOMC 2014)
    • Place of Presentation
      Royton Sapporo, Sapporo, Japan
    • Year and Date
      2014-07-16
    • Related Report
      2014 Research-status Report
  • [Book] Silaaromatics and Related Compounds in "Organosilicon Compounds"2017

    • Author(s)
      Yoshiyuki Mizuhata, Norihiro Tokitoh
    • Total Pages
      18
    • Publisher
      Elsevier
    • Related Report
      2016 Annual Research Report
  • [Book] Chemical Science of p-Electron Systems2015

    • Author(s)
      Yoshiyuki Mizuhata
    • Total Pages
      18
    • Publisher
      Springer
    • Related Report
      2015 Research-status Report
  • [Remarks] 時任研究室

    • URL

      http://oec.kuicr.kyoto-u.ac.jp/~tokitohlab/

    • Related Report
      2016 Annual Research Report
  • [Remarks] Yoshiyuki Mizuhata

    • URL

      http://boc.kuicr.kyoto-u.ac.jp/~mizu/

    • Related Report
      2015 Research-status Report
  • [Remarks] 時任研究室

    • URL

      http://boc.kuicr.kyoto-u.ac.jp/www/index.html

    • Related Report
      2014 Research-status Report

URL: 

Published: 2014-04-04   Modified: 2018-03-22  

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