| Project/Area Number |
25410055
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Anan National College of Technology (2015)
Tokyo University of Science (2013-2014) |
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Principal Investigator |
Otani Takashi 阿南工業高等専門学校, その他部局等, 講師 (70339109)
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| Co-Investigator(Renkei-kenkyūsha) |
SHIBATA Takanori 早稲田大学, 理工学部, 教授 (80265735)
MATSUO Tsukasa 近畿大学, 理工学部, 准教授 (90312800)
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| Project Period (FY) |
2013-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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| Keywords | チオフェン / 芳香族性 / 有機硫黄化学 / チオフェン１ーオキシド / チオフェン１ーイミド / オリゴチオフェン / チオフェン 1-オキシド / チオフェン 1-イミド |
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| Outline of Final Research Achievements |
Thiophene S-oxide does not possess sufficient electron density for aromatization and thus readily dimerize in a [4+2] (Diels-Alder) manner. Introduction of two substituents on the thiophene ring has been required for their kinetic and/or thermodynamic stabilization for nearly a half century.
We have succeeded in the synthesis and characterization of thermally stable monosubstituted thiophene S-oxide and S-imides stabilized by EMind (1,1,7,7-tetraethyl-3,3,5,5-tetramethyl-s-hydrindacen-4-yl) group on the 3-position. In addition to the molecular structures determined by X-ray crystallography, inversion barriers at the three-coordinated sulfur atoms have been determined by a coalescence method using diastereotopic C-3 and C-5 indacene carbon atoms as a 13C-NMR probe.
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