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1 Polish Journal of Chemistry

1 2008

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Photoinduced Intramolecular Charge Separation and Recombination in a Donor-Acceptor Dyad Linked via Tetrahedral Carbon Atom. Photophysics of a Malachite Green Lactone Analogue

Karpiuk J., Karolak E., Nowacki J.

Polish Journal of Chemistry

2008

Vol. 82, nr 4

865-882

Lactone forms of triarylmethane dyes (LTAM) with donor-acceptor-donor triad structure undergo ultrafast quantitative intramolecular charge separation (CS) with formation of a highly polar 1CT state. To clarify the role of the electron donating part in the CS process, 3-methyl-3-(4-dimethylaminophenyl)phthalide (MGLA), an analogue of malachite green lactone (MGL) with only one D part in a D-A dyad structure has been synthesized and its photophysics compared to those of MGL, leucomalachite green (MGH) and malachite green leuconitrile (MGCN). The photoinduced electron transfer processes in MGLA show close analogy with MGL and prove that (i) the tetrahedral carbon atom coupled with C-O bond in quasi-spiro configuration is a very efficient link in ultrafast intramolecular electronic communication and that (ii) the photoinduced charge separation and recombination processes in LTAM molecules involve essentially only one electron-donating group.