Study of the Photobehavior of a Newly Synthesized Chiroptical Molecule: (E)-(R-p,R-p)-1,2-Bis{4-methyl-[2]paracyclo[2](5,8)quinolinophan-2-yl}ethene

Anno: 2009

Autori: Gentili P., Bussotti L., Ruzziconi R., Spizzichino S., Foggi P.

Affiliazione autori: Dipartimento di Chimica, Via Elce di Sotto, 8, Universita` di Perugia (PG), Italy; LENS, Via Nello Carrara 1, Polo Scientifico Universitario, Sesto F.no (FI), Italy

Abstract: A new chiroptical compound, (E)-(R-p,R-p)-1,2-bis(4-methyl-[2]paracyclo[2](5,8)quinolinophan-2-yl)ethene (trans-RPQE) has been synthesized, and its photoresponse has been investigated through steady state and time-resolved absorption and emission spectroscopies and theoretical calculations. To elucidate the relaxation mechanism of trans-RPQE after photoexcitation, the photophysics of the 2,4-dimethyl-[2]paracyclo[2](5,8)quinolinophane chromophore has also been studied. The quantum yields of the different relaxation paths for trans-RPQE have been determined. It emerges that in addition to thermal and radiative routes, trans-RPQE also photoisomerizes with a quantum yield of 8%. Trans- and cis-RPQE isomers are pseudoenantiomers exhibiting appreciably different CD spectra, whereby RPQE can be a model for the design of new promising chiroptical photoswitches.

Giornale/Rivista: JOURNAL OF PHYSICAL CHEMISTRY A

Volume: 113 (52)      Da Pagina: 14650  A: 14656

Maggiori informazioni: Fundings from the Italian FIRB 2004 \”Molecular compounds and hybrid nanostructured materials with resonant and nonresonant optical properties for photonic devices\” (Contract no. RBNE033KMA), from the European Community under the contract RIII-CT-2003-506350, and from the Ente Cassa di Risparmio di Firenze are acknowledged. The authors thank Mr. D. Pannacci of the Department of Chemistry (University of Perugia) for his support in chromatographic determination of the reaction quantum yield and L. Gonnelli of CERM (University of Florence) for his support in CD measurements.
Parole chiavi: Chromophores; Emission spectroscopy; Ethylene; Isomers; Quantum yield, CD spectra; Photophysics; Photoresponses; Photoswitches; Relaxation mechanism; Steady state; Theoretical calculations; Time-resolved absorption, Synthesis (chemical)
DOI: 10.1021/jp904365t

Citazioni: 9
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