Notable solvent effects on the regioselectivity in the Paterno-Buchi reaction of 1,3-dimethylthymine with 4-methoxybenzophenone

作者：Zhai Bao Chang; Luo Shi Wei; Kong Feng Feng; Song Qin Hua^*

来源：Journal of Photochemistry and Photobiology A: Chemistry , 2007, 187(2-3): 406-409.

DOI：10.1016/j.jphotochem.2006.10.028

• Paterno-Buchi reaction
• regioselectivity
• solvent effect
• excited triplet state
• benzophenones

Notable solvent effects on the regioselectivity and the photochemical efficiency were observed in the Paterno--Buchii (PB) reaction of 1,3-dimethylthymine (DMT) with 4-methoxybenzophenone (MBP). As a comparison, photochemical reactions of 4,4';-difluorobenzophenone (DFBP) and benzophenone (BP) with DMT were performed under the same condition. With increasing the proportion of water in the solution, besides the PB reaction, an electron-transfer reaction was observed in the DFBP-DMT system. The PB reaction of BP-DMT system revealed similar effects on the regioselectivity and the efficiency with that of MBP-DMT system, but the latter is more remarkable. The notable solvent effects may be responsible for a strongly solvent-dependent properties of the excited triplet MBP.

• 出版日期2007-4-15
• 单位中国科学技术大学