期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 22, 期 6, 页码 2165-2170出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201503996
关键词
density functional calculations; electrochemistry; pi interactions; UV/Vis spectroscopy
资金
- Ministry of Economy, Trade, and Industry of Japan (METI)
- Ministry of Education, Culture, Sports, Science, and Technology of Japan (MEXT) [2401, 24102014, 15H00734]
- Grants-in-Aid for Scientific Research [13J00721, 24102014, 16J10133, 15H00734, 26810023] Funding Source: KAKEN
A series of 6,13-diamino-substituted pentacenes 1a-d has been prepared and characterized as a new class of pentacene derivatives with strong donor ability and enhanced solubility in common organic solvents. The spectroelectrochemical and DFT studies revealed that the two-electron oxidation process was accompanied by the substantial structural change into a butterfly-like conformation of the pentacene moiety. More importantly, the extent of deformation from the planar pentacene moiety in the dications of 6,13-diaminopentacene is tunable by varying the N-substituents.
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