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Host-guest chemistry and light driven molecular lock of Ru(bpy)(3)-viologen with cucurbit 7-8 urils
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Centres, Centre of Molecular Devices, CMD.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Centres, Centre of Molecular Devices, CMD.
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2007 (English)In: Journal of Physical Chemistry B, ISSN 1520-6106, E-ISSN 1520-5207, Vol. 111, no 47, 13357-13363 p.Article in journal (Refereed) Published
Abstract [en]

Host-guest chemistry and photoinduced electron-transfer processes have been studied in the systems containing Ru(bPy)(3) complex covalently linked to viologen as a guest molecule and cucurbit[n]urils (n = 7, 8) as host molecules in aqueous solution. The Ru(bpy)(3)-viologen complex,[Ru(2,2 '-bipyridine)(2)(4-(4-(1 '-methyl-4,4 '-bipyridinediium-1-yl)butyl)-4 '-methyl-2,2 '-bipyridine)]Cl-4(denoted as RU2+-MV2+, 1) was shown to form stable 1:1 inclusion complexes with cucurbit[7]uril (CB[7]) and cucurbit[8] uril (CB[8]). The binding modes are slightly different with CB[7] and CB[8]. CB[7] preferentially binds to part of the viologen residue in 1 together with the butyl chain, whereas CB[8] preferentially encloses the whole viologen residue. Photoinduced intramolecular electron transfer from the excited-state of the Ru moiety to MV2+ which is inserted into the cavity of the CBs occurred. Long-lived charge-separated states RU3+-MV+center dot, were generated with the lifetimes of 280 ns with CB[7] and 2060 ns with CB[8]. This shows that CBs can slow down the charge recombination within supramolecular systems, and the difference in lifetimes seems to be due to the difference in binding modes. In the presence of a sacrificial electron donor triethanolarnine, light-driven formation of a dimer of MV+center dot inside the CB[8] cavity was observed. This locked molecular dimer can be unlocked by molecular oxygen to give back the original form of the molecular dyad 1 with the MV2+ moiety inserted in the cavity of CB[8]. The processes could be repeated several times and showed nice reversibility.

Place, publisher, year, edition, pages
2007. Vol. 111, no 47, 13357-13363 p.
Keyword [en]
photoinduced electron-transfer, charge-transfer interactions, cation radicals, supramolecular assemblies, artificial photosynthesis, methyl viologen, tris-bipyridine, donor-acceptor, photosystem-ii, methylviologen
Identifiers
URN: urn:nbn:se:kth:diva-17125DOI: 10.1021/jp074582jISI: 000251140900002Scopus ID: 2-s2.0-36949006481OAI: oai:DiVA.org:kth-17125DiVA: diva2:335168
Note

QC 20100525

Available from: 2010-08-05 Created: 2010-08-05 Last updated: 2017-12-12Bibliographically approved
In thesis
1. Supramolecular chemistry based on redox-active components and cucurbit[n]urils
Open this publication in new window or tab >>Supramolecular chemistry based on redox-active components and cucurbit[n]urils
2010 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis describes the host-guest chemistry between Cucurbit[7]uril (CB[7]) and CB[8] and a series of guests including bispyridinium cations, phenols and  napthalenes. These guests are bound to ruthenium polypyridine complexes or ruthenium based water oxidation catalysts (WOCs). The investigations are based upon utilizing the covalently linked photosensitizer and the electronic effects and chemical processes are investigated.

Place, publisher, year, edition, pages
Stockholm: KTH, 2010. 59 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2010:38
Keyword
Cucurbit[n]uril, redox-active, viologen, light-driven, water oxidation, molecular motor
National Category
Chemical Sciences
Identifiers
urn:nbn:se:kth:diva-24730 (URN)978-91-7415-742-0 (ISBN)
Public defence
2010-10-15, F3, Lindstedtsvägen 26, KTH, Stockholm, 10:00 (English)
Opponent
Supervisors
Note
QC 20100927Available from: 2010-09-27 Created: 2010-09-24 Last updated: 2011-12-12Bibliographically approved

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