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Switching Properties of a Spiropyran-Cucurbit [7] uril Supramolecular Assembly: Usefulness of the Anchor Approach

Jesper Nilsson (Institutionen för kemi- och bioteknik, Fysikalisk kemi) ; C. P. Carvalho ; Shiming Li (Institutionen för kemi- och bioteknik, Fysikalisk kemi) ; J. P. Da Silva ; Joakim Andréasson (Institutionen för kemi- och bioteknik, Fysikalisk kemi) ; U. Pischel
ChemPhysChem (1439-4235). Vol. 13 (2012), 16, p. 3691-3699.
[Artikel, refereegranskad vetenskaplig]

A nitrospiropyran, which was modified with a cadaverine-derived anchor, was investigated with respect to its thermally induced isomerizations, hydrolytic stability of the merocyanine form, and photochromic ring closure. The hostguest complexation of the anchor by the cucurbit[7]uril macrocycle, evidenced by absorption titration, NMR spectroscopy, and electrospray ionization mass spectrometry, produced significant improvements of the switching properties of the photochrome: 1) appearance of the merocyanine form about 70 times faster, 2) practically unlimited hydrolytic stability of the merocyanine (two and a half days without any measureable decay), and 3) fast, clean, and fatigue-resistant photoinduced ring closure back to the spiro form. The importance of an adequate molecular design of the anchor was demonstrated by including control experiments with spiropyrans with a shorter linker or without such structural asset.

Nyckelord: acidochromism, cucurbiturils, host-guest chemistry, hydrolysis, photochromism, lock-in detection, drug-delivery, molecular switches, aqueous-solution, fluorescent dye, photoswitchable nanoparticles, energy-transfer, pk(a), shifts, cucurbiturils, complexes

Denna post skapades 2012-12-11. Senast ändrad 2017-09-14.
CPL Pubid: 167419


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Institutioner (Chalmers)

Institutionen för kemi- och bioteknik, Fysikalisk kemi (2005-2014)



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