Quantitative evaluation of relative leaving group ability of hypervalent organobromanyl groups
Project/Area Number |
25460016
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Multi-year Fund |
Section | 一般 |
Research Field |
Chemical pharmacy
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Research Institution | The University of Tokyo (2014-2015) The University of Tokushima (2013) |
Principal Investigator |
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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 |
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2015: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2014: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2013: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
|
Keywords | 超原子価 / ハロゲン / 臭素 / 塩素 / キセノン / 脱離能 / ジアゾニウム / ヨウ素 / SN1 / 反応速度 |
Outline of Final Research Achievements |
The chemistry of hypervalent organobromine(III) and chlorine(III) compounds are still remained to be established. Therefore, we have investigated the driving force of their reactivity and its synthetic use in current organic synthesis. In this research project, we synthesized hypervalent organobromine(III) and chlorine(III) compounds suitable for kinetic study in order to evaluate the relative leaving group ability. Rate constants for unimolecular decomposition of these reagents found to be effective to compare leaving group ability of hypervalent haloganyl groups. In addition, during the above kinetic study, we found several new reactions which are useful for organic synthesis such as C-H activation of hydrocarbons with thermal decomposition of halonium ylide and aryl transfer reaction of diarylbromane(III) with iodoarenes.
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Report
(4 results)
Research Products
(35 results)
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[Journal Article] Mechanistic Studies on the Generation and Properties of Superelectrophilic Singlet Carbenes from Bis(perfluoroalkanesulfonyl)bromonium Ylides2016
Author(s)
Miyamoto, Kazunori; Iwasaki, Susumu; Doi, Ryusuke; Ota, Taiga; Kawano, Yufuko; Yamashita, Junpei; Sakai, Yuuta; Tada, Norihiro; Ochiai, Masahito; Hayashi, Satoko; Waro, Nakanishi; Masanobu, Uchiyama
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Journal Title
The Journal of Organic Chemistry
Volume: 81
Issue: 8
Pages: 3188-3198
DOI
Related Report
Peer Reviewed / Acknowledgement Compliant
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[Journal Article] Guaiacol2014
Author(s)
Kazunori Miyamoto
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Journal Title
Encyclopedia of Reagent for Organic Synthesis
Volume: なし
Pages: 1-3
DOI
ISBN
9780470842898
Related Report
Peer Reviewed
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[Presentation] Mechanistic Investigation on the Generation and Properties of Super-electrophilic Singlet Carbenes from Bis(perfluoroalkanesulfonyl)halonium Ylides2016
Author(s)
Kazunori Miyamoto, Susumu Iwasaki, Ryusuke Doi, Taiga Ota, Yufuko Kawano, Norihiro Tada, Masahito Ochiai, Satoko Hayashi, Waro Nakanishi, Masanobu Uchiyama
Organizer
5th International Conference on Hypervalent Iodine Chemistry
Place of Presentation
Eurotel Victoria, Les Diablerets (スイス)
Year and Date
2016-07-03
Related Report
Int'l Joint Research
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