Synthetic study of organic honeycomb structure consisting of a triptycene unit
| Project/Area Number |
26670003
|
|---|
| Research Category |
Grant-in-Aid for Challenging Exploratory Research
|
| Allocation Type | Multi-year Fund |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | Kyushu University |
|---|
Principal Investigator |
SHINDO MITSURU 九州大学, 先導物質化学研究所, 教授 (40226345)
|
|---|
| Co-Investigator(Renkei-kenkyūsha) |
MATSUMOTO Kenji 九州大学, 先導物質化学研究所, 助教 (20531817)
|
|---|
| Project Period (FY) |
2014-04-01 – 2016-03-31
|
| Project Status |
Completed (Fiscal Year 2015)
|
| Budget Amount *help |
¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2015: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2014: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
|
|---|
| Keywords | トリプチセン / ハニカム構造 / イノラート / ベンザイン / 連続反応 / 環化付加 / フローマイクロ合成 / 有機化学 |
|---|
| Outline of Final Research Achievements |
We found a new synthetic method of triptycenes by the reaction of ynolates and arynes. This reaction contained four successive reactions of three cycloadditions and ring-opening of a Dewar anthracene intermediate. The products were obtained by only one operation and had a hydroxy group at C9 and an alkyl group at C10. While the lithium-halogen exchange method for generation of arynes gave low yields, ortho-lithiation was found to result in much better yields. o-Methoxybenzyne was converted into a triptycene in which all the O-function positioned at the same face. Furthermore, the fluorinated triptycene was also successfully obtained. These results become fundamental perception for construction of the honeycomb structure.
|
Report
(3 results)
Research Products
(21 results)
-
-
[Journal Article] Efficient Total Synthesis of Bongkrekic Acid and Apoptosis Inhibitory Activity of its Analogues2015
Author(s)
K. Matsumoto, M. Suyama, S. Fujita, T. Moriwaki, Y. Sato, Y. Aso, S. Muroshita, H. Matsuo, K. Monda, K. Okuda, M. Abe, H. Fukunaga, A. Kano, M. Shindo,*
-
Journal Title
Chem. Eur. J.
Volume: 21
Issue: 32
Pages: 11590-11602
DOI
Related Report
Peer Reviewed / Open Access / Acknowledgement Compliant
-
[Journal Article] Bongkrekic Acid Analogue, Lacking One of the Carboxylic Groups of its Parent Compound, Shows Moderate but pH-insensitive Inhibitory Effects on the Mitochondrial ADP/ATP Carrier2015
Author(s)
Atsushi Yamamoto, Keisuke Hasui, Hiroshi Matsuo, Katsuhiro Okuda, Masato Abe, Kenji Matsumoto, Kazuki Harada, Yuya Yoshimura, Takenori Yamamoto, Kazuto Ohkura, Mitsuru Shindo, Yasuo Shinohara
-
Journal Title
Chem. Biol. Drug Des.
Volume: 86
Issue: 5
Pages: 1304-1322
DOI
NAID
Related Report
Peer Reviewed / Open Access
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
[Presentation] アレロパシーの化学2014
Author(s)
新藤充
Organizer
東京工業大学生命理工学専攻講演会
Place of Presentation
東工大長津田キャンパス
Year and Date
2014-06-27
Related Report
Invited
-
-
