Abstract
The quantum yields of the trans-cis and cis-trans photoisomerization of 2-styrylquinoline (2SQ) and its several derivatives were measured in neutral, protonated, and quaternized forms. It was shown that electron-donor substituents in the styryl moiety increase the quantum yield of trans-cis photoisometization ϕtc in the neutral form as a result of stabilization of the intermediate zwitterionic perpendicular conformer. On passing from the neutral to the positively charged forms (protonated or quaternized), an increase in the quantum yields to ϕtc > 0.5 was observed, thus suggesting in terms of the classical diabatic mechanism of photoisomerization via the perpendicular conformer the shift of the minimum on the potential energy surface (PES) of the S1 state relative to the maximum of the S0 state PES to the cis-isomer or a possible contribution of the adiabatic route to the photoisomerization of the 2SQ cations.
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