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1.1 Porphyrins - Friedrich-Alexander-Universität Erlangen-Nürnberg

1.1 Porphyrins - Friedrich-Alexander-Universität Erlangen-Nürnberg

1.1 Porphyrins - Friedrich-Alexander-Universität Erlangen-Nürnberg

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Normalized absorption<br />

1.0<br />

0.8<br />

0.6<br />

0.4<br />

0.2<br />

0<br />

91<br />

92<br />

93<br />

300 400 500 600 λ[nm] 800<br />

Normalized fluorescence<br />

1.0<br />

0.8<br />

0.6<br />

0.4<br />

0.2<br />

0<br />

Discussion and Results 3<br />

650 700 750 800 λ [nm] 900<br />

Figure 49. Normalized absorption (left) and fluorescence spectra (right) for 93 in comparison<br />

to nitro and free amino compound 91 and 92 as solution in DMF. For fluorescence:<br />

excitation at 540 nm (solid lines) and at 588 nm (dashed lines), respectively.<br />

The obtained results perfectly corroborate the previously setup assumptions. Firstly, amino<br />

system 92 behaves like a usual amine and can be coupled to carbon acid derivatives via<br />

standard protocols and secondly, the amide structure resulting from that coupling has<br />

photophysical characteristics resembling structural analogs 53 and 91 having a t-butyl or<br />

nitro substituent in 15 4 position. Hence, the downgrading of the photophysical parameters<br />

caused by the free amine can be almost fully suppressed by amide formation.<br />

Based on those findings, several possible strategies can be thought of to develop novel<br />

photoactive materials for PDT applications. Those will be discussed next.<br />

91<br />

92<br />

93<br />

123

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