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Oligo(2,5‐thienyleneethynylene)s with Terminal Donor‐Acceptor Substitution
Author(s) -
Meier Herbert,
Mühling Bastian,
Oehlhof Annette,
Theisinger Sonja,
Kirsten Enzio
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500449
Subject(s) - chemistry , intramolecular force , acceptor , chromophore , conjugated system , substitution (logic) , absorption (acoustics) , stereochemistry , photochemistry , organic chemistry , polymer , physics , computer science , acoustics , programming language , condensed matter physics
Five oligo(2,5‐thienyleneethynylene) series (OTE, n = 1–5), namely the push‐pull substituted compounds 1b ‐ 5b and 1c ‐ 5c , the purely donor substituted compounds 1a ‐ 5a and two precursor series with protected and deprotected ethynyl end‐groups, respectively, were obtained by a convergent synthetic strategy. The extension of the conjugated chromophores in the donor‐acceptor OTE (DAOTE) series is superimposed by an intramolecular charge transfer (ICT), which decreases with an increasing number, n , of repeat units. The overall effect is studied by the convergence of the UV/Vis absorption maxima λ max ( n ) → λ ∞ for n → ∞.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)