The Journal of organic chemistry

CO bond fragmentation of 4-picolyl-and N-methyl-4-picolinium esters triggered by photochemical electron transfer

C Sundararajan, DE Falvey

Index: Sundararajan, Chitra; Falvey, Daniel E. Journal of Organic Chemistry, 2004 , vol. 69, # 17 p. 5547 - 5554

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Citation Number: 37

Abstract

Photochemical reduction of several 4-picolyl-and N-methyl-4-picolinium esters was examined using product analysis, laser flash photolysis, and fluorescence quenching. It is demonstrated that the radical (anions) formed in these reactions readily fragment to yield a carboxylic acid and a 4-pyridylmethyl radical intermediate. The high chemical and quantum yields observed for these photoreactions suggests that these esters can be used as ...