ID 74507
Title Transcription
セイタイ トウカセイ キンセキガイコウ デ カッセイカ サレル コウシュヨウセイ ブンシ ノ ゴウセイ ト キノウ
Title Alternative
Synthesis and Functionality of Antitumor Molecules Afforded Upon Irradiation with Light
Author
Kawamura, Yasuhiko Division of Organic and Polymer Chemistry,Department of Life System, Institute of Technology and Science,Graduate School of The University of Tokushima Tokushima University Educator and Researcher Directory KAKEN Search Researchers
Tsukayama, Masao Division of Organic and Polymer Chemistry,Department of Life System, Institute of Technology and Science,Graduate School of The University of Tokushima Tokushima University Educator and Researcher Directory
Ishiduka, Takaaki Graduate School of Advanced Technology and Science, The University of Tokushima
Watanabe, Asami Graduate School of Advanced Technology and Science, The University of Tokushima
Mura, Emi Department of Chemical Science and Technology, The University of Tokushima
Keywords
1,1-Diarylethene
Geometrical Isomerization
One-Way Isomerization
Oxygenation
Photoinduced Electron Transfer
Superoxide
Content Type
Departmental Bulletin Paper
Description
One-way geometrical isomerization around a C=C bond of 1,1-diaryl-2-t-butylethene is achieved upon photoirradiation of cyanoaromatics as a light-absorbing sensitizer. In the thermochemical view, there is no difference between both E and Z isomers of the ethene. In view of the structural resemblance of the ethene to some commercially available antitumor pharmaceuticals, the reaction seems to be of interest to examine extensively. Tuning of wavelength of the light would be possible because the reaction is basically a photocatalytic reaction. Key intermediate is a putative distonic cation radical of which is a unique one having a spatially separated radical and ionic centers on the molecular framework. Generation of such an intermediate is due to the presence of a p-electron donating substituent on an aromatic ring and a bulky t-butyl group. Molecular oxygen interacts as superoxide with the C=C bond of the cation radical in a [supra + antara] manner to give a decomposition product, i.e. a benzophenone derivative and pivalaldehyde, via a dioxetane and competitively, one geometrical isomer of the ethene is afforded by splitting oxygen before making two bonds with the ethene cation radical and superoxide.
Journal Title
徳島大学大学院ソシオテクノサイエンス研究部研究報告
ISSN
21859094
NCID
AA12214889
Volume
52
Published Date
2007
FullText File
language
jpn
departments
Science and Technology