Conformationally Locked Tolans, β‑Sheet Structures, and Photophysical Properties

Conformationally Locked Tolans, β‑Sheet Structures, and Photophysical Properties

Conformationally locked tetrasubstituted tolans were synthesized by introducing a tether on the tolan. To demonstrate the utilities of these motifs, a β-hairpin structure (15) was synthesized, and its additional stabilizing effects were evaluated. Moreover, the photophysical properties of cyclic tol...

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Veröffentlicht in:Organic letters 2015-12, Vol.17 (24), p.6222-6225
Hauptverfasser: Hong, Jung-Ho, Atta, Ananta Kumar, Jung, Kwang-Bok, Kim, Seul-Bi, Heo, Jungseok, Cho, Dong-Gyu
Format: Artikel
Sprache:eng
Schlagworte:
Acetylene - analogs & derivatives
Acetylene - chemistry
Crystallography, X-Ray
Fluorescence
Molecular Conformation
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Oligopeptides - chemistry
Protein Structure, Secondary
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Zusammenfassung:Conformationally locked tetrasubstituted tolans were synthesized by introducing a tether on the tolan. To demonstrate the utilities of these motifs, a β-hairpin structure (15) was synthesized, and its additional stabilizing effects were evaluated. Moreover, the photophysical properties of cyclic tolans and their β-sheet structure were investigated. The fluorescence quantum yield of cyclic tolan 12 is >1000 times stronger than its congener 1 in CH3CN.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b03205