Synthesis of Organic Functionality Materials by Use of Trithio-Cyclopropenium Ion
| Project/Area Number |
60550610
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | Kyoto University |
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Principal Investigator |
SUGIMOTO Toyonari Kyoto University, Faculty of Engineering; Instructor, 工学部, 助手 (30093256)
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| Project Period (FY) |
1985 – 1987
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| Project Status |
Completed (Fiscal Year 1987)
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| Budget Amount *help |
¥2,200,000 (Direct Cost: ¥2,200,000)
Fiscal Year 1987: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1986: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1985: ¥1,100,000 (Direct Cost: ¥1,100,000)
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| Keywords | Trithiocyclopropenium ion / Cyclopropenethione / Thienothiophene / Electrochromism / Azulenofulvene / Quinoid-type pentalene / 環状ポリカリセン / シクロプロペニウムイオン / シクロプロペン / チオキサンテン / 〔3〕ラジアレン / 電子供与体 / 導電性 / 3重項 / 磁性 |
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| Research Abstract |
Main interest has so far been directed toward theoretical investigation of electronic structures and physical properties etc. of cyclopropenium ion, cyclopropenone, and cyclopropenethione, samllest membered-ring aromatic systems. On theother hand, this research project was largely concerned in developing upique reactions due to a highly-strained three-membered ring opening of the above <pi>-electron compounds and furthermore in synthesizing new types of <pi>-electron systems with novel physicla properties and functions. During this research period the following two reactions were found out. (1) In the presenceof a tri-n-butylphosphine catalyst, bis(hydroxyphenyl) cyclopropenethione was subjected to dimerization, and a redox-active tetrakis(hydroxyphenyl)thieno[3,2-b]thiophene was obtained, which constructs a stable and distinct three-color organic electrochromic system with its two- and four-electron oxidized partner. (2)Very polarized dicyano-dithio- and -diphenyl calicenes reacted with diaminofulvene to afford new types of (pi)-electron systems, diaminoazulenofulvene and quinoid-type pentalene, of which the former compound has a large contributionof the polar structure in the ground state, thus giving much expectation as a promising component for non-linear optoelectronics.
The present research also made a large progress in calicene chemistry. Thus,cyclic n-calicenes were synthesized, and their electronic structures were elucidated by the results of NMR, X-ray structural analysis, and MO calculations.
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Report
(2 results)
Research Products
(10 results)
