Photomodulable bis-porphyrin molecular tweezers as dynamic host systems for diamine guests
(English)Manuscript (preprint) (Other academic)
Bisporphyrin molecular tweezers with an enediyne (1) or a stiff stilbene (2) photoswitchable spacer are proposed as systems for modulation of bitopic binding to diamine guests via E/Z photoisomerization. The photoisomerization has been monitored by UV-Vis and 1H NMR spectroscopy and occurs without side reactions such as Bergman cyclization. Possible applications are rationalized in terms of competitive binding involving monoamine/diamine mixtures, and are supported by conformational analysis of the envisioned host-guest complexes. Binding dynamics for conformationally flexible guests show significantly different performance of aliphatic 1,w-diamine guests with varying N-N distance.
Bisporphyrin tweezers, supramolecular chemistry, photochemistry
Research subject Chemistry with specialization in Organic Chemistry
IdentifiersURN: urn:nbn:se:uu:diva-267833OAI: oai:DiVA.org:uu-267833DiVA: diva2:874524
FunderSwedish Research Council, 621-2012-3379