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A host-induced intramolecular charge-transfer complex and light-driven radical cation formation of a molecular triad with cucurbit 8 uril
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
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), Centres, Centre of Molecular Devices, CMD.
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2008 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 73, no 10, 3775-3783 p.Article in journal (Refereed) Published
Abstract [en]

The host-guest chemistry of systems containing a molecular triad Ru(bpy)(3)-MV2+-naphthol complex (denoted as Ru2+-MV2+-Np, 1) and cucurbit[8]uril (CB[8]) is investigated by NMR, EST-MS, UV-vis, and electrochemistry. The Ru2+-MV2+-Np guest and CB [8] host can form a stable 1:1 inclusion complex, in which the naphthalene residue is back-folded and inserted together with the viologen residue into the cavity of CB[8]. The selective binding of Ru2+-MV2+-Np guest with beta-CD and CB[8] host is also investigated. We find that CB[8] binds the Ru2+-MV2+-Np guest stronger than beta-CD. Upon light irradiation, a MV+center dot radical cation stabilized in the cavity of CB[8] accompanied by the naphthalene residue has been observed. This novel system may open a new way for design and synthesis of photoactive molecular devices.

Place, publisher, year, edition, pages
2008. Vol. 73, no 10, 3775-3783 p.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-17522DOI: 10.1021/jo800110bISI: 000255698500015Scopus ID: 2-s2.0-43449093454OAI: oai:DiVA.org:kth-17522DiVA: diva2:335566
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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Sun, Licheng

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