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Synthesis and Characterization of 6,13‐Diamino‐Substituted Pentacenes
Author(s) -
Ito Akihiro,
Uebe Masashi,
Takahashi Kazuki,
Ishikawa Hiroshi,
Sakamaki Daisuke,
Sato Hiroyasu,
Matsumoto Takashi,
Tanaka Kazuyoshi
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201503996
Subject(s) - characterization (materials science) , chemistry , materials science , nanotechnology
A series of 6,13‐diamino‐substituted pentacenes 1 a – 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.