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Synthesis and Solid‐State Structures of a Tetrathiafulvalene‐Conjugated Bistetracene
Author(s) -
Yamashita Masataka,
Kuzuhara Daiki,
Aratani Naoki,
Yamada Hiroko
Publication year - 2014
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.201304997
Subject(s) - tetrathiafulvalene , conjugated system , intermolecular force , rubrene , stacking , crystal structure , crystallography , materials science , crystal (programming language) , solid state , chemistry , optoelectronics , molecule , polymer , organic chemistry , computer science , programming language , composite material
A tetrathiafulvalene (TTF)‐conjugated bistetracene was synthesized and characterized in the molecular electronic structures based on the spectroscopic measurements and the single‐crystal X‐ray diffraction analysis. UV/Vis absorption and electrochemical measurements of 5 revealed the considerable electronic communication between two tetracenedithiole units by through‐bond and/or through‐space interactions. The difference in the crystal‐packing structures of 5 , showing polymorphism, results in a variety of intermolecular electronic‐coupling pattern. Of these, the π‐stacking structure of 5 A gave a large transfer integral of HOMOs (97 meV), which value is beyond hexacene and rubrene, thus, quite beneficial to achieve the high hole mobility.