Approach to versatile synthesis of heterofullerenes

• Project/Area Number: 20350022
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Institute for Molecular Science
• Principal Investigator: SAKURAI Hidehiro Institute for Molecular Science, 分子スケールナノサイエンスセンター, 准教授 (00262147)
• Project Period (FY): 2008 – 2010
• Project Status: Completed (Fiscal Year 2010)
• Budget Amount: ¥19,240,000 (Direct Cost: ¥14,800,000、Indirect Cost: ¥4,440,000); Fiscal Year 2010: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000); Fiscal Year 2009: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000); Fiscal Year 2008: ¥9,100,000 (Direct Cost: ¥7,000,000、Indirect Cost: ¥2,100,000)
• Keywords: ヘテラフラーレン / バッキーボウル / ヘテラバッキーボウル / パラジウムクラスター / ヘテロフラーレン / トリアザスマネン / ボウル反転 / ヘテロバッキーボウル / アザノルボルナン / 求核置換反応 / S_N1反応 / マイクロ波反応 / キラルバッキーボウル / 環化三量化 / 環状トリアミド / マイクロ波

Research Abstract

We succeeded in the construction of the general and versatile route to the C3 symmetric buckybowls, and in the first synthesis of nitrogen-containing heterabuckybowl "triazasumanene". These results will lead to the development of the synthesis of heterafullerenes, which are expected to the various unique properties as well as the ultimate goal for the synthestic organic chemistry.

Research Products

• [Journal Article] The Impact of Basis Set Superposition Error on the Structure of π-π Dimers (2011)
  • Author(s): D.Vijay, H.Sakurai, G.N.Sastry
  • Journal Title: Int.J.Quant.Chem. 111 Pages: 1893-1901
  • Peer Reviewed
• [Journal Article] Synthesis of Sumanene and Related Buckybowls (2011)
  • Author(s): S.Higashibayashi, H.Sakurai
  • Journal Title: Chem.Lett. 40 Pages: 122-128
  • NAID: 10027814421
  • Peer Reviewed
• [Journal Article] Synthesis of Sumanene and Related Buckybowls (2011)
  • Author(s): S.Higashibayashi, H.Sakurai
  • Journal Title: Chem.Lett. Volume: 40 Pages: 122-128
  • NAID: 10027814421
  • Peer Reviewed
• [Journal Article] Stereoselective Cyclotrimerization of Enantiopure Iodonorbornenes Catalyzed by Pd Nanoclusters for C_3 or C_<3v> Symmetric syn-Tris(norborneno)benzenes (2010)
  • Author(s): S.Higashibayashi, A.F.G.Masud Reza, H.Sakurai
  • Journal Title: J.Org.Chem. 75 Pages: 4626-4628
  • Peer Reviewed
• [Journal Article] Optical Resolution of Chiral Buckybowls by Chiral HPLC (2010)
  • Author(s): R.Tsuruoka, S.Higashibayashi, T.Ishikawa, S.Toyota, H.Sakurai
  • Journal Title: Chem.Lett. 39 Pages: 646-647
  • NAID: 10027181869
  • Peer Reviewed
• [Journal Article] Optical Resolution of Chiral Buckybowls by Chiral HPLC (2010)
  • Author(s): R.Tsuruoka, S.Higashibayashi, T.Ishikawa, S.Toyota, H.Sakurai
  • Journal Title: Chem.Lett. Volume: 39 Pages: 646-647
  • NAID: 10027181869
  • Peer Reviewed
• [Journal Article] Stereoselective Cyclotrimerization of Enantiopure Iodonorbornenes Catalyzed by Pd Nanoclusters for C_3 or C_<3v> Symmetric syn-Tris(norborneno)benzenes (2010)
  • Author(s): S.Higashibayashi, A.F.G.Masud Reza, H.Sakurai
  • Journal Title: J.Org.Chem. Volume: 75 Pages: 4626-4628
  • Peer Reviewed
• [Journal Article] Preparation of C_3 Symmetric Homochiral syn-Trisnorbornabenzenes through Regio-selective Cyclotrimerization of Enantiopure Iodonorbornenes (2009)
  • Author(s): A.F.G.Masud Reza, S.Higashibayashi, H.Sakurai
  • Journal Title: Chem.Asian J. 4 Pages: 1329-1337
  • Peer Reviewed
• [Journal Article] Preparation of C_3 Symmetric Homochiral syn-Trisnorbomabenzenes through Regioselective Cyclotrimerization of Enantiopure Iodonorbornenes (2009)
  • Author(s): A.F.G.Masud Reza, S.Higashibayashi, H.Sakurai
  • Journal Title: Chem.Asian J. 4 Pages: 1329-1337
  • Peer Reviewed
• [Journal Article] おわん型芳香族化合物「バッキーボウル」の合成 (2009)
  • Author(s): 櫻井英博
  • Journal Title: 化学工業 60 Pages: 849-854
• [Journal Article] バッキーボウルの将来展望 (2009)
  • Author(s): 櫻井英博
  • Journal Title: 機能材料 29 Pages: 46-51
  • NAID: 40016381349
• [Journal Article] Asymmetric Synthesis of a Chiral Buckybowl, Trimethylsumanene (2008)
  • Author(s): S.Higashibayashi, H.Sakurai
  • Journal Title: J.Am.Chem.Soc. 130 Pages: 8592-8593
  • Peer Reviewed
• [Journal Article] Asymmetric Synthesis of a Chiral Buckybowl, Trimethylsumanene (2008)
  • Author(s): S. Higashibayashi, H. Sa
  • Journal Title: J. Am. Chem. Soc 130 Pages: 8592-8593
  • Peer Reviewed
• [Presentation] Asymmetric Synthesis of Chiral Buckybowls (2011)
  • Author(s): S.Higashibayashi, H.Sakurai
  • Organizer: 241th ACS National Meeting
  • Place of Presentation: アナハイム(アメリカ合衆国)
  • Year and Date: 2011-03-30
• [Presentation] Synthetic Strategy to Construct C_3 Symmetric Buckybowls, Bowl-shaped Aromatic Compounds (2010)
  • Author(s): H.Sakurai
  • Organizer: National Organic Symposium Trust XIV Organic Chemistry Conference
  • Place of Presentation: Goa, India(Invited Lecture)
  • Year and Date: 2010-12-07
• [Presentation] Synthetic Strategy to Construct C_3 Symmetric Buckybowls, Bowl-shaped Aromatic Compounds (2010)
  • Author(s): H.Sakurai
  • Organizer: National Organic Symposium Trust XIV Organic Chemistry Conference
  • Place of Presentation: ゴア(インド)
  • Year and Date: 2010-12-07
• [Presentation] Bowl Chirality (2010)
  • Author(s): H.Sakurai
  • Organizer: 6th IUPAC International Symposium on Novel Materials and their Synthesis and 20th International Symposium on Fine Chemistry and Functional Polymers
  • Place of Presentation: 武漢(中国)
  • Year and Date: 2010-10-12
• [Presentation] Bowl Chirality (2010)
  • Author(s): H.Sakurai
  • Organizer: 6th IUPAC International Symposium on Novel Materials and their Synthesis and 20th International Symposium on Fine Chemistry and Functional Polymers
  • Place of Presentation: Wuhan, China(Plenary Lecture)
  • Year and Date: 2010-10-11
• [Presentation] Asymmetric Synthesis of Chiral Buckybowls (2010)
  • Author(s): H.Sakurai
  • Organizer: Organic Synthesis and Human Well Being : Emerging Opportunities and Challenges
  • Place of Presentation: Hyderabad, India.(Invited Lecture)
  • Year and Date: 2010-08-02
• [Presentation] Asymmetric Synthesis of Chiral Buckybowls (2010)
  • Author(s): H.Sakurai
  • Organizer: Organic Synthesis and Human Well Being : Emerging Opportunities and Challenges
  • Place of Presentation: ハイデラバード(インド)
  • Year and Date: 2010-08-02
• [Presentation] Cyclotrimerization of Haloalkenes Catalyzed by Pd Nanoclusters and its Application to Asymmetric Synthesis of Chiral Buckybowls (2010)
  • Author(s): S.Higashibayashi, H.Sakurai
  • Organizer: Inaugural (1st) International Conference on Molecular & Functional Catalysis
  • Place of Presentation: Singapore, Singapore.(Invited Lecture)
  • Year and Date: 2010-07-12
• [Presentation] Cyclotrimerization of Haloalkenes Catalyzed by Pd Nanoclusters and its Application to Asymmetric Synthesis of Chiral Buckybowls (2010)
  • Author(s): S.Higashibayashi, H.Sakurai
  • Organizer: Inaugural (1st) International Conference on Molecular & Functional Catalysis (ICMFC-1)
  • Place of Presentation: シンガポール(シンガポール)
  • Year and Date: 2010-07-12
• [Presentation] Asymmetric Synthesis of Chiral Buckybowls (2009)
  • Author(s): Hidehiro Sakurai
  • Organizer: International Symposium on Organic Chemistry-Trends in 21st Century
  • Place of Presentation: Kolkata, India
  • Year and Date: 2009-12-12
• [Presentation] Pd-Catalyzed syn-Selective Cyclotrimerization of Halonorbornenes and its Application to Asymmetric Synthesis of Chiral Buckybowls (2009)
  • Author(s): Shuhei Higashibayashi, Hidehiro Sakurai
  • Organizer: China-Japan Symposium on Advanced Organic Chemistry
  • Place of Presentation: Shanghai, China
  • Year and Date: 2009-11-28
• [Presentation] Asymmetric Synthesis of a Chiral Buckybowl (2009)
  • Author(s): H.Sakurai
  • Organizer: International Symposium on Chiral Compounds and Special Polymers
  • Place of Presentation: Harbin, China.(Invited Lecture)
  • Year and Date: 2009-07-15
• [Presentation] Asymmetric Synthesis of a Chiral Buckybowl (2009)
  • Author(s): Hidehiro Sakurai
  • Organizer: International Symposium on Chiral Compounds and Special Polymers
  • Place of Presentation: Harbin, China
  • Year and Date: 2009-07-14
• [Presentation] C_3対称π共役キラル化合物の不斉合成 (2009)
  • Author(s): マスード レジャ エイエフジー,東林修平、櫻井英博
  • Organizer: 日本化学会第89春季年会
  • Place of Presentation: 船橋
  • Year and Date: 2009-03-30
• [Presentation] Asymmetric Synthesis of a Chiral Buckybowl (2009)
  • Author(s): H. Sakurai
  • Organizer: Okazaki Conference 2009
  • Place of Presentation: 岡崎
  • Year and Date: 2009-02-22
• [Presentation] Synthetic Method for C_3-Symmetric Homochiral Compounds and its Application to the Preparation of Chiral Buckybowls (2008)
  • Author(s): H. Sakurai
  • Organizer: Korea-Japan Joint Symposium on Functional Materials toward Future Catalysts : Chemistry Showcase
  • Place of Presentation: 大田(韓国)
  • Year and Date: 2008-11-03
• [Presentation] Asymmetric Synthesis of a Chiral Buckybowl (2008)
  • Author(s): H. Sakurai
  • Organizer: 18th International Symposium on Fine Chemistry and Functional Polymers and 4th IUPAC International Symposium on Novel Materials and their Synthesis
  • Place of Presentation: 鎮江(中国)
  • Year and Date: 2008-10-16
• [Remarks] ホームページによる情報発信
  • URL: http://groups.ims.ac.jp/organization/sakurai_g/
• [Remarks]
  • URL: http://groups.ims.ac.jp/organization/sakurai_g/