2001 Fiscal Year Annual Research Report

非局在電子系の創出における研究成果の総括と公表

Research Project

Project/Area Number	10146104
Research Institution	Osaka University
Principal Investigator	中筋一弘大阪大学, 大学院・理学研究科, 教授 (60028230)
Co-Investigator(Kenkyū-buntansha)	戸部義人大阪大学, 大学院・基礎工学研究科, 教授 (60127264) 小林啓二東京大学, 大学院・総合文化研究科, 教授 (50012456) 小田雅司大阪大学, 大学院・理学研究科, 教授 (60004438)
Keywords	非局在電子系 / 拡張共役電子系 / スピン共役電子系 / 水素-電子相互作用系
Research Abstract	本領域では,特異な機能・物性を発現する非局在電子系を設計・合成し、各種の機能。物性を評価し、「特異な非局在電子系」を創出するとともに,熱,光,磁場,電場などの外場によって性質が相互変換する動的非局在電子系をも構築し、従来にはない複合的な機能・物性を備えた物質を開発する研究を行った. 具体的には,A01班の拡張共役電子系では,新しい共役電子系のプロトタイプの合成法の確立,多彩な構造を持つ拡張共役電子系の開発,A02班のスピン共役電子系では,安定な開殻有機分子の開発および新しい手法を用いてスピンの整列様式を制御しうる特異なスピン共役電子系の開発,A03班の水素-電子相互作用系では,特異な共役電子系と水素結合からなる分子システムの機能・物性をプロトンと電子それぞれの動的側面から解明するとともに,電子の非局雄とプロトンの局在性の特徴を生かした新しいプロトン-電子相互作用系の開発を行った. このようななかで、計画研究班の研究成果を中心として冊子体としてまとめ、広く公表して我々の成果をアッピールすると共に、種々御意見をいただき今後のこの分野の発展の一助とする。

Research Products
(29 results)

All Other

All Publications (29 results)

[Publications] H.Kurata: "Synthesis of novel cage molecules bicapped with tris(2-thienyl)methanes"J. Chem. Soc. Chem. Commun. 529 (2001)
[Publications] H.Kurata: "Adamantane-2,4-bis(p-quinone methide) and -2,6-bis(p-quinone methide) as New Models for Intramolecular Interactions between Spatially Separated Redox Systems"Bull. Chem. Soc. Jpn. 74. 1327-1332 (2001)
[Publications] T.Kawase: "The newly modified McMurry reaction toward the improved synthesis of cyclic paraphenylacetylenes"Tetrahedron Lett.. 42. 5509-5511 (2001)
[Publications] Y.Hosokawa: "8,16,24,32,40,48-Hexamethoxy[2.6]metacyclophane-1,9,17,25,33,41-hexayne : a novel near-planar ammonium selective ionophore"J. Chem. Soc. Chem. Commun. 1948-1949 (2001)
[Publications] Y.Kuwatani: "Synthesis of benzocyclobutadiene trimers and all-Z-tribenzo[12]annulene. A new family of concave π-systems"Tetrahedron. 57. 3567-3576 (2001)
[Publications] K.Matsumoto: "Hexakis(2-pyridyl)-and hexakis(3-pyridyl)[3]radialene : novel, water-soluble [3]radialnes with potential utility for supramolecular chemistry"J. Chem. Soc. Chem. Commun. 324-325 (2001)
[Publications] K.Matsumoto: "Synthesis of tetrakis(2-thienyl)methane"Tetrahedron Letters. (in press).
[Publications] Y.Tobe: "[2+2] Cycloreversion of [4.3.2]Propella-1,3,11-trienes : An Approach to Cyclo[n]carbons from Propellane-Annelated Dehydro[n]annulenes"J. Am. Chem. Soc.. 122. 1762-1775 (2000)
[Publications] Y.Tobe: "Synthesis and Association Bihavior of Butadiyne-Bridged[44](2,6)-Pyridinophane and [46](2,6)Pyridinophane Derivatives"Org. Lett.. 2. 3265-3269 (2000)
[Publications] Y.Tobe: "Polyyne Cyclization to Form Carbon Cages : [16.16.16](1,3,5)-Cyclophanetetracosayne Derivatives C60H6 and C60C16 as Precursors to C60 Fullerene"Tetrahedron. 57. 3629-3636 (2001)
[Publications] Y.Tobe: "Vinylidene to Alkyne Rearrangement to Form Polyynes : Synthesis and Photolysis of Dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene Derivatives"Tetrahedron Lett.. 42. 5485-5488 (2001)
[Publications] M.Sonoda: "Synthesis of Differentially-Substituted Hexaethynylbenzenes Based on Tandem"Org. Lett.. 3. 2419-2421 (2001)
[Publications] Y.Tobe: "Syntheis of Butadiyne-Bridged [4n]Metacyclophanes Having Exo-annular t-ButylGroups"Tetrahedron. 57. 8075-8083 (2001)
[Publications] Y.Tobe: "[12.12]Paracyclophanedodecaynes C36H8 an C36C18: The Smallest Paracyclophyne and their Transformation into Carbon Cluster Ion C36-"Angew. Chem. Int. Ed.. 40. 4072-4074 (2001)
[Publications] Y.Tobe: "meta-Diethynylbenzene Macrocycles : Syntheses and Self-Association Behavior in Solution"J. Am. Chem. Soc.. (in press).
[Publications] K.Takahashi: "Furane-fused TCNQ and DCNQ ; Synthesis and Properties"J. Org. Chem.. 65. 2577-2579 (2000)
[Publications] R.Sekiya: "Intramolecular Migration of Bulky Substituents in the Solid State ; Vinylogous"J. Am. Chem. Soc.. 122. 10282-10288 (2000)
[Publications] M.Tanaka: "Solid State Solvolysis of Thiophene-Substituted Trityl-Type Alcohols : Nucleophilic Substitution Induced via Solid State Cogrinding with DDQ Followed by Exposure to Methanol Vapor"J. Org. Chem.. 66. 803-808 (2001)
[Publications] N.Tanifuji: "Pseudo-polymorphs arising from weak and strong -OH---N=C-hydrogen bonding in inclusion compounds of the same host and guest in different compositions"Cryst. En. Comm.. 3. (2001)
[Publications] T.Imakubo: "A new synthetic route to TTF-vinylogues"Synthetic Metals. 120. 899-900 (2001)
[Publications] T.Kubo: "4,7,11,14,18,21-Hexa-tert-butyltribenzodecacyclenyl radical : A Six-Stage Ampho-teric Redox System"Bull. Chem. Soc. Jpn.. 74(in press). (2001)
[Publications] J.Inoue: "The First Detection of a Clar's Hydrocarbon, 2,6,10-Tri-tert-Butyltriangulene : A Ground-State Triplet of Non-Kekule Polynuclear Benzenoid Hydrocarbon"J. Am. Chem. Soc. 40. 5476-5478 (2001)
[Publications] Yasushi Morita: "6-Oxophenalenoxyl Derivatives Covalently Linked to the TTF Moieties : Synthesis, ESR/ENDOR Measurements, and DFT Calculations"Tetrahedron Lett. 42. 7991-7995 (2001)
[Publications] T.Kubo: "Tetra-tert-butyl-as-indaceno[1,2,3-cd:6,7,8-c'd']diphenalene : A four-stage ampho-teric redox system"Tetrahedron Lett.. 42. 7997-8001 (2001)
[Publications] Yasushi Morita: "New Stable Neutral Radical with Intramolecular Hydrogen Bonding : Synthesis and Characterization of 2,5,8-Tri-tert-butyl-7-hydroxy-6-oxophenalenoxyl"Org. Lett.. 3. 3099-3102 (2001)
[Publications] Zaman, Md.B: "PPreparaation of a Mott insulator based on a BEDT-TTF charge transfer complex of hydrogen cyananilate: α-(BEDT-TTF)_2HCNAL"J. Mater. Chem.. 11. 2211-2215 (2001)
[Publications] S.Maki: "A Novel Charge-Transfer Complex of TTF having Uracil Moiety with TCNQ"Synth. Met.. 120. 741-742 (2001)
[Publications] K.Fukui: "The First Non-Kekule Polynuclear Aromatic High-spin Hydrocarbon : Generation of a Triangulene Derivative and Band Structure Calculation of Triangulene-based High-spin Hydrocarbons"Synth. Met.. 121. 1824-1825 (2001)
[Publications] K.Fukui: "Electronic Spin Structure of Novel Persistent Neutral Radical with 1,3-Diaza-phenalene Skeleton as Studied by Electron-nuclear Magnetic Resonance"Synth. Met.. 121. 1770-1771 (2001)

2001 Fiscal Year Annual Research Report

非局在電子系の創出における研究成果の総括と公表

Principal Investigator

中筋 一弘 大阪大学, 大学院・理学研究科, 教授 (60028230)

Research Products

[Publications] H.Kurata: "Synthesis of novel cage molecules bicapped with tris(2-thienyl)methanes"J. Chem. Soc. Chem. Commun. 529 (2001)

[Publications] H.Kurata: "Adamantane-2,4-bis(p-quinone methide) and -2,6-bis(p-quinone methide) as New Models for Intramolecular Interactions between Spatially Separated Redox Systems"Bull. Chem. Soc. Jpn. 74. 1327-1332 (2001)

[Publications] T.Kawase: "The newly modified McMurry reaction toward the improved synthesis of cyclic paraphenylacetylenes"Tetrahedron Lett.. 42. 5509-5511 (2001)

[Publications] Y.Hosokawa: "8,16,24,32,40,48-Hexamethoxy[2.6]metacyclophane-1,9,17,25,33,41-hexayne : a novel near-planar ammonium selective ionophore"J. Chem. Soc. Chem. Commun. 1948-1949 (2001)

[Publications] Y.Kuwatani: "Synthesis of benzocyclobutadiene trimers and all-Z-tribenzo[12]annulene. A new family of concave π-systems"Tetrahedron. 57. 3567-3576 (2001)

[Publications] K.Matsumoto: "Hexakis(2-pyridyl)-and hexakis(3-pyridyl)[3]radialene : novel, water-soluble [3]radialnes with potential utility for supramolecular chemistry"J. Chem. Soc. Chem. Commun. 324-325 (2001)

[Publications] K.Matsumoto: "Synthesis of tetrakis(2-thienyl)methane"Tetrahedron Letters. (in press).

[Publications] Y.Tobe: "[2+2] Cycloreversion of [4.3.2]Propella-1,3,11-trienes : An Approach to Cyclo[n]carbons from Propellane-Annelated Dehydro[n]annulenes"J. Am. Chem. Soc.. 122. 1762-1775 (2000)

[Publications] Y.Tobe: "Synthesis and Association Bihavior of Butadiyne-Bridged[44](2,6)-Pyridinophane and [46](2,6)Pyridinophane Derivatives"Org. Lett.. 2. 3265-3269 (2000)

[Publications] Y.Tobe: "Polyyne Cyclization to Form Carbon Cages : [16.16.16](1,3,5)-Cyclophanetetracosayne Derivatives C60H6 and C60C16 as Precursors to C60 Fullerene"Tetrahedron. 57. 3629-3636 (2001)

[Publications] Y.Tobe: "Vinylidene to Alkyne Rearrangement to Form Polyynes : Synthesis and Photolysis of Dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene Derivatives"Tetrahedron Lett.. 42. 5485-5488 (2001)

[Publications] M.Sonoda: "Synthesis of Differentially-Substituted Hexaethynylbenzenes Based on Tandem"Org. Lett.. 3. 2419-2421 (2001)

[Publications] Y.Tobe: "Syntheis of Butadiyne-Bridged [4n]Metacyclophanes Having Exo-annular t-ButylGroups"Tetrahedron. 57. 8075-8083 (2001)

[Publications] Y.Tobe: "[12.12]Paracyclophanedodecaynes C36H8 an C36C18: The Smallest Paracyclophyne and their Transformation into Carbon Cluster Ion C36-"Angew. Chem. Int. Ed.. 40. 4072-4074 (2001)

[Publications] Y.Tobe: "meta-Diethynylbenzene Macrocycles : Syntheses and Self-Association Behavior in Solution"J. Am. Chem. Soc.. (in press).

[Publications] K.Takahashi: "Furane-fused TCNQ and DCNQ ; Synthesis and Properties"J. Org. Chem.. 65. 2577-2579 (2000)

[Publications] R.Sekiya: "Intramolecular Migration of Bulky Substituents in the Solid State ; Vinylogous"J. Am. Chem. Soc.. 122. 10282-10288 (2000)

[Publications] M.Tanaka: "Solid State Solvolysis of Thiophene-Substituted Trityl-Type Alcohols : Nucleophilic Substitution Induced via Solid State Cogrinding with DDQ Followed by Exposure to Methanol Vapor"J. Org. Chem.. 66. 803-808 (2001)

[Publications] N.Tanifuji: "Pseudo-polymorphs arising from weak and strong -OH---N=C-hydrogen bonding in inclusion compounds of the same host and guest in different compositions"Cryst. En. Comm.. 3. (2001)

[Publications] T.Imakubo: "A new synthetic route to TTF-vinylogues"Synthetic Metals. 120. 899-900 (2001)

[Publications] T.Kubo: "4,7,11,14,18,21-Hexa-tert-butyltribenzodecacyclenyl radical : A Six-Stage Ampho-teric Redox System"Bull. Chem. Soc. Jpn.. 74(in press). (2001)

[Publications] J.Inoue: "The First Detection of a Clar's Hydrocarbon, 2,6,10-Tri-tert-Butyltriangulene : A Ground-State Triplet of Non-Kekule Polynuclear Benzenoid Hydrocarbon"J. Am. Chem. Soc. 40. 5476-5478 (2001)

[Publications] Yasushi Morita: "6-Oxophenalenoxyl Derivatives Covalently Linked to the TTF Moieties : Synthesis, ESR/ENDOR Measurements, and DFT Calculations"Tetrahedron Lett. 42. 7991-7995 (2001)

[Publications] T.Kubo: "Tetra-tert-butyl-as-indaceno[1,2,3-cd:6,7,8-c'd']diphenalene : A four-stage ampho-teric redox system"Tetrahedron Lett.. 42. 7997-8001 (2001)

[Publications] Yasushi Morita: "New Stable Neutral Radical with Intramolecular Hydrogen Bonding : Synthesis and Characterization of 2,5,8-Tri-tert-butyl-7-hydroxy-6-oxophenalenoxyl"Org. Lett.. 3. 3099-3102 (2001)

[Publications] Zaman, Md.B: "PPreparaation of a Mott insulator based on a BEDT-TTF charge transfer complex of hydrogen cyananilate: α-(BEDT-TTF)_2HCNAL"J. Mater. Chem.. 11. 2211-2215 (2001)

[Publications] S.Maki: "A Novel Charge-Transfer Complex of TTF having Uracil Moiety with TCNQ"Synth. Met.. 120. 741-742 (2001)

[Publications] K.Fukui: "The First Non-Kekule Polynuclear Aromatic High-spin Hydrocarbon : Generation of a Triangulene Derivative and Band Structure Calculation of Triangulene-based High-spin Hydrocarbons"Synth. Met.. 121. 1824-1825 (2001)

[Publications] K.Fukui: "Electronic Spin Structure of Novel Persistent Neutral Radical with 1,3-Diaza-phenalene Skeleton as Studied by Electron-nuclear Magnetic Resonance"Synth. Met.. 121. 1770-1771 (2001)

中筋一弘大阪大学, 大学院・理学研究科, 教授 (60028230)