Novel ortho -OPE metallofoldamers: binding-induced folding promoted by nucleating Ag( i )–alkyne interactions

We have developed a new family of ortho -oligophenylene ethynylene ( o -OPE) metallofoldamers. The folding of these helicates is induced by nucleating carbon–metal interactions between Ag( i ) cations and the alkynes of the inner core of the o -OPEs. These o -OPEs form metal–organic assemblies where...

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Bibliographic Details
Published in:Chemical science (Cambridge) 2014-01, Vol.5 (12), p.4582-4591
Main Authors: Martín-Lasanta, Ana, Álvarez de Cienfuegos, Luis, Johnson, Alice, Miguel, Delia, Mota, Antonio J., Orte, Angel, Ruedas-Rama, Maria Jose, Ribagorda, Maria, Cárdenas, Diego J., Carmen Carreño, M., Echavarren, Antonio M., Cuerva, Juan M.
Format: Article
Language:English
Subjects:
Alkynes
Asymmetry
Cations
Diffraction
Folding
Holes
Titration
X-rays
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Summary:We have developed a new family of ortho -oligophenylene ethynylene ( o -OPE) metallofoldamers. The folding of these helicates is induced by nucleating carbon–metal interactions between Ag( i ) cations and the alkynes of the inner core of the o -OPEs. These o -OPEs form metal–organic assemblies where at least three alkyne moieties are held in close proximity to form novel Ag( i )-complexes with the metal ion lodged into the helical cavity. NMR titration experiments and photokinetic studies have provided quantitative data about the thermodynamic and kinetic features of such binding/folding phenomena. X-ray diffraction and DFT studies have been performed to extract structural information on how the Ag( i ) cation is accommodated into the cavity. The great simplicity and versatility of these new metallofoldamers open up the possibility to develop novel structures with applications in material science and/or in asymmetric catalysis.
ISSN:2041-6520
2041-6539
DOI:10.1039/C4SC01988A