Chiral exciton coupling of merocyanine dyes within a well defined hydrogen-bonded assembly

Leonard J. Prins, Christoph Thalacker, Frank Würthner, Peter Timmerman, David N. Reinhoudt

Research output: Contribution to journalArticleAcademicpeer-review

52 Citations (Scopus)
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Abstract

Multichromophoric hydrogen-bonded assemblies 13⋅(BAR)6 are studied that bear a remarkably close resemblance to commelinin, a naturally occurring assembly responsible for an intense blue color of flowers. The incorporated chromophores exhibit a hypsochromic shift in the UV/visible (Vis) absorption maximum (Δ λmax = 14 nm) compared with the free chromophores. In addition, the chiroptical properties of incorporated chromophores can be rationally controlled by changing the supramolecular chirality of the assembly. These properties have been used to study the stability of this type of assembly with UV and CD spectroscopy at concentrations far below the NMR sensitivity threshold (10−4 M). The determined C50% values of 2–3 μM in benzene show the extremely high stability of these hydrogen-bonded assemblies.
Original languageEnglish
Pages (from-to)10042-10045
JournalProceedings of the National Academy of Sciences of the United States of America
Volume98
Issue number18
DOIs
Publication statusPublished - 2001

Keywords

  • IR-36756
  • METIS-202978

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