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- 저자 : Hundsdorfer, Claas (검색결과 1 건)
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Marian, Christel M.,Kock, Sebastian C.,Hundsdorfer, Claas,Martin, Hans-Dieter,Stahl, Wilhelm,Ostroumov, Evgeny,Muller, Marc G.,Holzwarth, Alfred R. Korean Society of Photoscience 2009 Photochemical & photobiological sciences Vol.8 No.2
For the natural carotenoid 3,3'-dihydroxyisorenieratene (DHIR) and two synthetic derivatives, 3,3'-dihydroxy-16,17,18,16',17',18'-hexanor-$\Phi$,$\Phi$-carotene (DHHC) and $\Phi$,$\Phi$-carotene-3,3'-dione (DHIRQ, isorenieratene-3,3'-dione), steady state absorption experiments and combined density functional and multi-reference configuration interaction calculations were carried out. In addition, femtosecond transient absorption spectra were recorded for DHIR. Due to their marked out-of-plane distortion in DHIR, the phenolic end groups participate only partially in the conjugation system. In the low-energy regime its absorption spectrum with the maximum at $21\;700\;cm^{-1}$ in acetone solution therefore closely resembles that of $\beta$-carotene, the same as for the $T_1$ energy. Further similarities are also found for the decay kinetics of the optically bright $1^1{B_u}^+$ state of these compounds. After femtosecond excitation, the $1^1{B_u}^+$ population of DHIR decays with a lifetime of 110 fs to the vibrationally hot $2^1{A_g}^-$,v state which in turn relaxes to the $2^1{A_g}^-$,0 state within 500 fs. Decay of the $2^1{A_g}^-$,0 state to the $S_0$ state occurs at a time scale of 12 ps. Demethylation of the phenolic end groups alleviates the steric repulsion by the polyene chain and causes a small red shift ($1000\;cm^{-1}$) comparing the absorption spectra of DHHC and DHIR. Oxidation of DHIR leads to drastic changes of the electronic and geometric properties. The quinoid end groups of DHIRQ are fully integrated into the conjugation system, shifting the absorption maximum to $17\;800\;cm^{-1}$ in acetone solution which thus takes a blue color. The results of the quantum chemical calculations indicate that, in addition to the $2^1{A_g}^-$ ($S_1$) state, two dark internal charge-transfer singlet states and the $1^1{B_u}^-$ state might be located energetically below the optically bright $1^1{B_u}^+$ ($S_5$) state of DHIRQ.
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