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ChemInform Abstract: Thermal Decomposition of 1-(Aminophenyl)-5-tert-butyl-4,4-dimethyl-2,6,7-trioxabicyclo [3.2.0]heptanes: Unusual O—O Bond Cleavage Competing with Normal Fragmentation of 1,2-Dioxetanes.

✍ Scribed by M. MATSUMOTO; H. MURAKAMI; N. WATANABE

Publisher: John Wiley and Sons
Year: 2010
Weight: 32 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199908050

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✦ Synopsis

Thermal

Decomposition of 1-(Aminophenyl)-5-tert-butyl-4,4dimethyl-2,6,7-trioxabicyclo [3.2.0]heptanes:

Unusual O-O Bond Cleavage Competing with Normal Fragmentation of 1,2-Dioxetanes.

-The dioxetanes (IIa)-(IIc) decompose thermally to give the normal carbonyl products (III) whereas compounds (IId) and (V) decompose at low temperature to afford heterocycles (IV) and (V) (some yields not given). -

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## Abstract Four bicyclic dioxetanes bearing a phenolic substituent, 3‐__tert__‐butyldimethylsiloxy‐4‐chlorophenyl (**3a**), 5‐__tert__‐butyldimethylsiloxy‐4‐chloro‐2‐ethylphenyl (**3b**), 5‐__tert__‐butyldimethylsiloxy‐2‐ethylphenyl (**3c**), and 3‐__tert__‐butyldimethylsiloxy‐4‐ethylphenyl (**3d*