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Formation of novel spirochlorin and allylidenechlorin by the reaction of bromovinylporphyrin with tetracyanoethylene

Treatment of bromovinylheptaethylporphyrin 1 with tetracyanoethylene leads to the formation of spirochlorin 2 and allylidenechlorin 3via the initially formed Diels-Alder adduct. The former product 2 is a new class of chlorin and the latter 3 exhibits unusual long-wavelength absorption in the red reg...

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Bibliographic Details
Published in:Tetrahedron letters 1996-08, Vol.37 (33), p.5931-5934
Main Authors: Kai, Shigeo, Mikio, Suzuki
Format: Article
Language:English
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Summary:Treatment of bromovinylheptaethylporphyrin 1 with tetracyanoethylene leads to the formation of spirochlorin 2 and allylidenechlorin 3via the initially formed Diels-Alder adduct. The former product 2 is a new class of chlorin and the latter 3 exhibits unusual long-wavelength absorption in the red region of the spectrum. The reaction of bromovinylporphyrin 1 with tetracyanoethylene in dichloroethane afforded spirochlorin 2 and allylidenechlorin 3. [Display omitted]
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(96)01280-4