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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 41, Number 12
JKCSEZ 41(12)
December 20, 1997 

Photochemical Reactions of Pseudosaccharin Pyridinemethyl Ethers

Pseudosaccharin Pyridinemethyl Ether들의 광화학반응
Ung Chan Yoon*, Jeong Hie Kim, Sang Jin Lee, Hyun Jin Kim, Sun Wha Oh, Won Woo Park

윤웅찬,김정희,이상진,김현진,오선화, 박원우
Pseudosaccharin pyridinemethyl ether들의 광화학반응을 검토하였다. Pseudosaccharin2-pyridineme-thyl ether, pseudosaccharin 4-pyridinemethyl ether, pseudosaccharin 3-pyridinemethyl ether 모두 빛조사에 의해 신속히 반응하였으며 반응은 pseudosaccharyl 산소원자와 pyridinemethy1 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 결합 균형분해과정이 들뜬상태 친핵성 치환과정 보다 우세함을 알았다.

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.

666 - 671
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