Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution

Schäfer C, Rozhenko AB, Mattay J (2009)
Photochemical & Photobiological Sciences 8(8): 1187-1194.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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DOI
Autor*in
Schäfer, Christian; Rozhenko, Alexander B.; Mattay, JochenUniBi
Einrichtung
Fakultät für Chemie > Industrielle Organische Chemie und Biotechnologie
SFB 613 Physik von Einzelmolekülprozessen/mol.Erkennung in organ.Sys.
Fakultät für Chemie > Theoretische Chemie
Centrum für Biotechnologie > Institut für Biochemie und Biotechnik
Abstract / Bemerkung
Several resorcin[4]arenes functionalized with two anthracene units on opposite sides of the upper rim of the macrocycle were synthesized. We investigated the potentially photochromic properties of these systems, with the main focus on the intramolecular [4+4] cycloaddition of the anthracenes and its reversibility by thermal ring opening. Whereas compound 9 proved to be a switchable host system (by irradiation and temperature, T-type photochromic substances), compounds 10-12 formed intramolecular photodimers upon irradiation, which are only stable at low temperature. The reopening occurred immediately at room temperature and was followed by UV/VIS spectroscopy. Further investigations showed that the cyclodimer of 11 can be stabilized significantly by sodium cations due to crown ether-like complexation. Additionally, quantum chemical calculations were performed to evaluate the different behaviour.
Erscheinungsjahr
2009
Zeitschriftentitel
Photochemical & Photobiological Sciences
Band
8
Ausgabe
8
Seite(n)
1187-1194
ISSN
1474-905X
eISSN
1474-9092
Page URI
https://pub.uni-bielefeld.de/record/1591479

Zitieren

Schäfer C, Rozhenko AB, Mattay J. Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution. Photochemical & Photobiological Sciences. 2009;8(8):1187-1194.
Schäfer, C., Rozhenko, A. B., & Mattay, J. (2009). Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution. Photochemical & Photobiological Sciences, 8(8), 1187-1194. https://doi.org/10.1039/b816004j
Schäfer, Christian, Rozhenko, Alexander B., and Mattay, Jochen. 2009. “Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution”. Photochemical & Photobiological Sciences 8 (8): 1187-1194.
Schäfer, C., Rozhenko, A. B., and Mattay, J. (2009). Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution. Photochemical & Photobiological Sciences 8, 1187-1194.
Schäfer, C., Rozhenko, A.B., & Mattay, J., 2009. Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution. Photochemical & Photobiological Sciences, 8(8), p 1187-1194.
C. Schäfer, A.B. Rozhenko, and J. Mattay, “Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution”, Photochemical & Photobiological Sciences, vol. 8, 2009, pp. 1187-1194.
Schäfer, C., Rozhenko, A.B., Mattay, J.: Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution. Photochemical & Photobiological Sciences. 8, 1187-1194 (2009).
Schäfer, Christian, Rozhenko, Alexander B., and Mattay, Jochen. “Photochromic resorcin[4]arenes: stabilization of intramolecular anthracene dimers in solution”. Photochemical & Photobiological Sciences 8.8 (2009): 1187-1194.

3 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Optical switches with biplanemers obtained by intramolecular photocycloaddition reactions of tethered arenes.
Meier H, Cao D., Chem Soc Rev 42(1), 2013
PMID: 23032934
Reversible photochemically gated transformation of a hemicarcerand to a carcerand.
Wang H, Liu F, Helgeson RC, Houk KN., Angew Chem Int Ed Engl 52(2), 2013
PMID: 23172821
Anthracene-resorcin[4]arene-based capsules: synthesis and photoswitchable features.
Bringmann S, Brodbeck R, Hartmann R, Schäfer C, Mattay J., Org Biomol Chem 9(21), 2011
PMID: 21927749

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