Photochemical Reactions of Pseudosaccharin Pyridinemethyl Ethers

Pseudosaccharin Pyridinemethyl Ether들의 광화학반응

  • Yoon, Ung Chan (Department of Chemistry, Pusan National University) ;
  • Kim, Jeong Hie (Department of Chemistry, Pusan National University) ;
  • Lee, Sang Jin (Department of Chemistry, Pusan National University) ;
  • Kim, Hyun Jin (Department of Chemistry, Pusan National University) ;
  • Oh, Sun Wha (Department of Chemistry, Pusan National University) ;
  • Park, Won Woo (Department of Industrial Chemistry, Pusan Junior College)
  • 윤웅찬 (부산대학교 자연과학대학 화학과) ;
  • 김정희 (부산대학교 자연과학대학 화학과) ;
  • 이상진 (부산대학교 자연과학대학 화학과) ;
  • 김현진 (부산대학교 자연과학대학 화학과) ;
  • 오선화 (부산대학교 자연과학대학 화학과) ;
  • 박원우 (부산전문대학 공업화학과)
  • Published : 19971200

Abstract

Photoreactions of pseudosaccharin pyridinemethyl ethers have been investigated. Pseudosaccharin 2-pyridinemethyl ether, pseudosaccharin 4-pyridinemethyl ether and pseudosaccharin 3-pyridinemethyl ether all undergo a facile photoreaction via reaction pathways involving homolysis of the bond between pseudosaccharyl oxygen and pyridinemethyl carbon, and excited nucleophilic substitution of pyridinemethoxy group by solvent, methanol which are not quenched by oxygen present in the reaction. Product yield demonstrates that the homolysis pathway predominates over the nucleophilic substitution.

Pseudosaccharin pyridinemethyl ether들의 광화학반응을 검토하였다. Pseudosaccharin 2-pyridinemethyl ether, pseudosaccharin 4-pyridinemethyl ether, pseudosaccharin 3-pyridinemethyl ether 모두 빛조사에 의해 신속히 반응하였으며 반응은 pseudosaccharyl 산소원자와 pyridinemethyl 탄소원자 사이의 결합 균형분해과정과 용매로 사용한 메탄올에 의한 pyridinemethoxy기의 들뜬상태 친핵성 치환과정을 거쳐 진행됨을 관찰하였다. 이들 두 과정은 반응용액 중에 존재하는 산소분자에 의해 소멸되지 않았다. 광생성물 수율로 볼 때 결합균형분해과정이 들뜬상태 친핵성 치환과정 보다 우세함을 알았다.

Keywords

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