70882-47-2Relevant academic research and scientific papers
The Synthesis of Spirodioxetanes>
Adam, Waldemar,Encarnacion, Luis A. Arias
, p. 2592 - 2605 (2007/10/02)
It is shown that the spiroadamantane group stabilizes thermally labile 1,2-dioxetanes sufficiently to permit isolation.With the help of this stabilizing group it was possible to prepare the first sulfur substituted dioxetanes 9k and l and characterize them by low temperature 13C and 1H NMR spectra.Photosensitized singlet oxygenation at low temperature, using either polymer-bound Rose-Bengal or tetraphenylporphyrin as sensitizer in methylene chloride, of the corresponding 2-methyleneadamantanes 8 was the method of choice for the preparation of the spirodioxetanes> 9, provided that the methylene carbon bears no alkyl or phenyl substituents.The Kopecky method, i. e. hydroperoxybromination of the 2-methyleneadamantanes 8 and subsequent dehydrobromination, proved unsuccessful to prepare the dioxetanes 9.
