• Bulletin of the Korean Chemical Society
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• 제7권2호
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• pp.150-153
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• 1986

Co-sensitized photooxygenation of 1,1-diphenyl-2-vinylcyclopropane (VCP-DPh) with 9,10-dicyanoanthracene and biphenyl in oxygen-saturated acetonitrile solution produced 3,3-diphenyl-5-vinyl-1,2-dioxolane as the major product. The same photoproduct was obtained by acetone sensitized photooxygenation in oxygen-saturated acetone solution. However, VCP-DPh remained intact when directly irradiated with DCA or irradiated with Rose Bengal to generate singlet oxygen. A mechanism involving a cosensitizer radical cation and sensitizer radical anion is proposed.

• Journal of Photoscience
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• 제10권1호
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• pp.1-7
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• 2003

The results of recent work on the dye-sensitized photooxygenation of sulfides is discussed. In the case of dialkyl sulfides, the weakly bonded adduct initially formed with singlet oxygen (the persulfoxide) decays unproductively unless protonation by an acid (an alcohol or a carboxylic acid) facilitates its conversion to the sulfoxide. The effect is proportional to the strength of the acid (eg., less than 0.1 % chloroacetic acid in benzene is sufficient for maximal efficiency) and corresponds to general acid catalysis, suggesting that protonation of the persulfoxide occurs. On the other hand, with sulfides possessing an activated hydrogen in ${\alpha}$ position (eg., benzyl and allyl sulfides), hydrogen transfer becomes an efficient process in aprotic media and yields a S-hydroperoxysulfoniumm ylide, possibly arising from a conformation of the persulfoxide that is different from the one protonated in the presence of acids. Calculations on some substituted sulfides support this hypothesis. This process, which leads to C-S bond fragmentation with formation of an aldehyde, may be viewed as a general method for the preparation of aryl and heteroaryl aldehydes. In this effort, mechanistic studies offered new hints on the structure of the intermediate persulfoxide.

• 한국광과학회:학술대회논문집
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• 한국광과학회 1999년도 학술대회지
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• pp.65-65
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• 1999

• Bulletin of the Korean Chemical Society
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• 제9권1호
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• pp.68-69
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• 1988

• Bulletin of the Korean Chemical Society
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• 제9권2호
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• pp.112-113
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• 1988

• 대한화학회지
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• 제22권6호
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• pp.417-422
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• 1978

벤잘피롤린은 (Z-2, Z-4)을 직접 조사하거나 광증감제를 넣어 조사하니 광산소화되지 않고 광이성화 되었다. 단색광 (557nm)을 사용하여 광증감제인 로즈벤갈 (rose bengal)만을 들뜨게하여서 일어나는 벤잘피롤린은 (Z-2, Z-4 및 E-2)들의 이성화에서는 삼중상태의 벤잘피롤린온이 관여하였다.

• 대한화학회지
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• 제23권6호
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• pp.396-401
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• 1979

빌리루빈과 옥소디피로메텐들의 광산소화 분해 반응속도를 측정하던중 옥소디피로메텐들이 디페닐이소벤조퓨란보다 좋은 단일상태 산소의 트랩제라는 사실을 알게 되었다. 빌리루빈과 그 모델물질인 옥소디피로메텐들은 아주 빠른 속도로 단일상태 산소와 반응하거나 괜칭하였다. 한 새로운 옥소디피로메텐이 간단한 방법으로 합성되었다.

• 대한화학회지
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• 제24권2호
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• pp.146-149
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• 1980

빌리루빈의 경우와 같이 옥소디피로메텐도 자체증감작용으로 생긴 단일상태 산소와 반응하여 광분해 하였다. 단일상태 산소의 수명이 각각 다른 용매에서 시험한 결과, 수명이 더 긴 용매에서 옥소디피로메텐의 공산화반응이 빨랐으며, 단일상태 산소의 켄칭제가 존재하는데서는 광반응이 느렸다. 더우기, 증감제를 사용하지 않은 반응에서 생성물이 증감제를 사용한 반응에서 생성물과 같았다.