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Coincidence of the Molecular Organization of β ‐Substituted Oligothiophenes in Two‐Dimensional Layers and Three‐Dimensional Crystals
Author(s) -
Azumi Reiko,
Götz Günther,
Debaerdemaeker Tony,
Bäuerle Peter
Publication year - 2000
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/(sici)1521-3765(20000218)6:4<735::aid-chem735>3.0.co;2-a
Subject(s) - coincidence , materials science , crystallography , chemistry , medicine , pathology , alternative medicine
The molecular arrangements of three different alkyl‐substituted oligothiophenes both in two‐dimensional adsorbed layers at a substrate interface and in bulk three‐dimensional crystals were studied. Scanning tunneling microscopy (STM) was used to investigate the ordering of the conjugated oligomers in two‐dimensional layers adsorbed on graphite. These data were compared with the X‐ray structure determinations of single crystals revealing the arrangement in the three‐dimensional bulk material. Quaterthiophenes 1 and 2 , bearing dodecyl and hexyl side chains, respectively, exhibit a lamella‐type stacking of the conjugated backbone concomitant with an interlocking of the alkyl side chains both on the surface and in the crystal. In contrast, the arrangement of propyl‐substituted quaterthiophene 3 is rather “herringbone‐like” due to the reduced interactions of the shorter alkyl side chains. In all three cases, evidently, the two‐dimensional ordering at the graphite surface is coincident with the molecular packing in one cross‐section of the three‐dimensional crystal.