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Bis‐, Tris‐, and Tetrakis(squaraines) Linked by Stilbenoid Scaffolds
Author(s) -
Gerold Jürgen,
Holzenkamp Uta,
Meier Herbert
Publication year - 2001
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 - 10.1002/1099-0690(200107)2001:14<2757::aid-ejoc2757>3.0.co;2-2
Subject(s) - chemistry , intramolecular force , photochemistry , absorption (acoustics) , resorcinol , tris , polymer chemistry , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , physics , acoustics
The oligosquaraines 1−5 , with stilbenoid scaffolds, were prepared by multistep syntheses in which the final steps consisted of condensation reactions between the semisquaric acid 21 and multiple resorcinols 12b − 15b and 17b . The target compounds exhibit intense (ϵ > 250000 L·mol −1 ·cm −1 ) and sharp absorption bands with maxima between 687 to 778 nm, depending on the conjugation in the stilbenoid scaffold. Comparison with the monosquaraine 6 as a model compound reveals intramolecular interactions between different donor−acceptor−donor moieties, which give rise to increased absorption intensities.