Redox-photosensitized reactions. XIV. Photochemistry of 4-alkylated NADH models, 1-benzyl-4-(1-hydroxyalkyl)-1,4-dihydronicotinamides.
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概要
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There were investigated photochemical behaviors of 4-alkylated 1-benzyl-1,4-dihydronicotinamides (<B>1a–c</B>) having R<SUP>1</SUP>R<SUP>2</SUP>C(OH) as the substituent (a: R<SUP>1</SUP>=Ph and R<SUP>2</SUP>=H; b: R<SUP>1</SUP>=Ph and R<SUP>2</SUP>=CF<SUB>3</SUB>; c: R<SUP>1</SUP>=<I>p</I>-NC–C<SUB>6</SUB>H<SUB>4</SUB> and R<SUP>2</SUP>=H). The direct photolysis of <B>1a–c</B> gave R<SUP>1</SUP>R<SUP>2</SUP>CO and the dimers of the dihydronicotinamide (BNA) fragment along with a minor amount of [C<SUB>6</SUB>H<SUB>5</SUB>CH(OH)]<SUB>2</SUB>, being thus interpreted in terms of the homolysis between the R<SUP>1</SUP>R<SUP>2</SUP>(OH) and BNA moieties. In the [Ru(bpy)<SUB>3</SUB>]<SUP>2+</SUP>-photosensitized reactions, it is suggested that <B>1a–c</B><SUP>+·</SUP> was generated as a key intermediate by electron transfer to excited [Ru(bpy)<SUB>3</SUB>]<SUP>2+</SUP>, undergoing a bond cleavage to give R<SUP>1</SUP>R<SUP>2</SUP>CO and the BNA. dimers. In the case of <B>1c</B>, however, R<SUP>1</SUP>R<SUP>2</SUP>CH(OH) was formed, being attributed to a product from <B>1c</B><SUP>−·</SUP> that is formed by electron transfer from [Ru(bpy)<SUB>3</SUB>]<SUP>+</SUP> to <B>1c</B>.
- 公益社団法人 日本化学会の論文
著者
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Ishitani Osamu
Department Of Chemistry Graduate School Of Science And Engineering Tokyo Institute Of Technology
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Yanagida Shozo
Department of Applied Chemistry, Faculty of Engineering, Osaka University
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Takamuku Setsuo
Department of Chemical Process Engineering, Faculty of Engineering, Osaka University
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Pac Cyongjin
Department of Chemical Process Engineering, Faculty of Engineering, Osaka University
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