Several (1–6) 9-anthraceneacrylic esters were synthesized in order to study photochemical E(trans)–Z(cis) isomerization. All of the compounds 1–6 underwent selective E-to-Z isomerization upon direct excitation (> 400 nm) in organic solvents, leading to the formation of a thermodynamically less stable Z isomer over 96%. Triplet sensitized isomerization selectively produces the Z-to-E isomer in over 98%. The higher quantum yield of isomerization observed in the triplet-sensitized Z-to-E isomerization process informs us that a “quantum chain” process is in operation. Fluorescence data generated on all compounds indicate that the E-to-Z isomerization process involves a charge-transfer or polar singlet excited state.
Anthracene derivatives Q 1080Wavelength Dependent Regioselective E→Z Isomerization of 9-Anthryldiene Derivatives. -9-Substituted anthryldiene derivatives (I) undergo a highly efficient and regioselective E→Z isomerization upon direct excitation using >400 nm light to afford (2E,4Z)-isomer (II). A change in the product distribution is observed by changing the wavelength. -(REDDY, M. J. R.; KUMAR, P. A.; SRINIVAS, U.; REDDY, V. V.; REDDY, M. J. R.; RAO, G. V.; RAO*, V. J.; Indian J. Chem., Sect. B: Org. Chem.
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