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. 2012 Dec 7;13(17):3966-72.
doi: 10.1002/cphc.201200507.

Amplified two-photon absorption in trans-A2B2-porphyrins bearing nitrophenylethynyl substituents

Agnieszka Nowak-Król  1 , Craig J Wilson, Mikhail Drobizhev, Dmitry V Kondratuk, Aleksander Rebane, Harry L Anderson, Daniel T Gryko
Affiliations

Amplified two-photon absorption in trans-A2B2-porphyrins bearing nitrophenylethynyl substituents

Agnieszka Nowak-Król et al. Chemphyschem. .

Abstract

We show that peripheral nitro groups enhance the maximum two-photon absorption cross-section of trans-A(2)B(2)-porphyrins bearing two phenylethynyl substituents by more than one order of magnitude. Maximum values as high as 1000 GM result from realization of suitable conditions for effective resonance enhancement along with a lowering of the energy and intensification of the two-photon allowed transitions in the Soret region.

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Figures

Figure 1
Figure 1
Structures of porphyrins 1–6.
Figure 2
Figure 2
Dependence of the 2PA cross-section spectrum on the end group in the free-base meso-arylethynylporphyrins in CCl4 solution in 3, 1 and 2 (symbols). The thin solid line shows the extinction (right vertical scale) as a function of the 1PA transition wavelength (upper horizontal scale). The shaded interval indicates a gap in the wavelength tuning of the OPA; vertical arrows indicate the distinct bands in the Soret region.
Scheme 1
Scheme 1
Preparation of porphyrin 9.
Scheme 2
Scheme 2
Synthesis of porphyrins Zn-9, Zn-13 and Zn-14.
See this image and copyright information in PMC

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