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