A new chiroptical compound, (E)-(Rp,Rp)-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.

Study of the photo-behaviour of a newly synthesized chiroptical molecule: (E)-(Rp,Rp)-1,2-bis[4-methyl-[2]paracyclo[2](5,8)quinolinophan-2-yl]ethene

GENTILI, Pier Luigi;RUZZICONI, Renzo;SPIZZICHINO, SARA;FOGGI, Paolo
2009

Abstract

A new chiroptical compound, (E)-(Rp,Rp)-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.
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11391/161711
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 9
  • ???jsp.display-item.citation.isi??? 9
social impact