${\beta},\;{\gamma}$-불포화카르복시산, 카르복시아미드와 니트릴 유도체의 합성과 이들의 광화학적 반응에 관한 연구

Synthesis and Exploratory Photochemistry of ${\beta},\;{\gamma}$-unsaturated Carboxylic Acid, Carboxamide and Nitrile Derivatives

1-아세틸-1-메틸-2-시클로펜텐 화합물의 케톤 Chromophore를 나트릴, 카르보시산, 아미드 등의 group으로 대치하여 이들의 광화학반응을 검토한 결과 케튼 Chromophore에서 볼 수 있는 1,3-Acyl shift나 ODPM 반응은 일어나지 않았고 광화학적 중합 및 환원반응등 Chromophore를 변화시키므로서 광화학반응에 큰 변화를 보여주었다. 1-Cyano-1-methyl-2-cyclohexene의 경우도 Ketone chromophore와 비교하여 광화학 반응을 검토하였다.

The ketone chromophore of 1-Acetyl-1-methyl-2-cyclopentene (1) was replaced by nitrile, carboxylic acid and acetamide group, and their photochemical reactions were investigated. While the ${\beta},\;{\gamma}$-unsaturated ketone 1 afforded 1,2 ar 1,3-Acyl shift product, these replaced chromophores did not afford any monomeric rearranged products. 1-Cyano-1-methyl-2-cyclohexene also afforded no product anology of the 1,2-acyl shift reaction. The replacement of the ketone chromophore by nitrile, carboxylic acid and carboxamide has greatly altered the photochemistry of ${\beta},\;{\gamma}$-unsaturated ketones.